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stringlengths 21
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stringclasses 53
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stringclasses 84
values | solvent2
stringclasses 40
values | reagent1
stringclasses 222
values | reagent2
stringclasses 94
values | dataset
stringclasses 1
value |
|---|---|---|---|---|---|---|---|
US06410594B1 | COC(=O)[C@H]1CC[C@@H](CO)C1.[N-]=[N+]=N>>COC(=O)[C@H]1CC[C@@H](CN=[N+]=[N-])C1 | null | c1ccccc1 | null | CCOC(=O)N=NC(=O)OCC | c1ccc(P(c2ccccc2)c2ccccc2)cc1 | train |
US20120220729A1 | C=CCN=C=O.O[C@@H]1CCCN(Cc2ccccc2)C1>>C=CCNC(=O)OC1CCCN(Cc2ccccc2)C1 | null | CO | ClCCl | null | null | train |
US20040116697A1 | CC(C)(C)O.O=C(O)C1CCOC1.[N-]=[N+]=NP(=O)(c1ccccc1)c1ccccc1>>CC(C)(C)OC(=O)NC1CCOC1 | null | CCOC(C)=O | CN(C)C=O | CCN(CC)CC | null | train |
US20060063779A1 | C[C@@H](O)CN.Cc1nc(Cl)ccc1C(=O)Nc1ccc(Cl)c(-c2ccccn2)c1>>Cc1nc(NC[C@@H](C)O)ccc1C(=O)Nc1ccc(Cl)c(-c2ccccn2)c1 | null | CCCCO | null | null | null | train |
US20060217372A1 | CC(C)(C)OC(=O)NCCc1ccc(Oc2ncccc2C(N)=O)cc1>>NCCc1ccc(Oc2ncccc2C(N)=O)cc1 | null | ClCCl | null | O=C(O)C(F)(F)F | null | train |
US20130184263A1 | CC(=O)O[C@H](CN(Cc1ccc(Cl)cc1)C(C)=O)[C@@]12CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](OC(=O)CC(C)(C)C(=O)O)C(C)(C)[C@@H]5CC[C@]43C)C1=C(C(C)C)C(=O)C2>>CC(=O)N(Cc1ccc(Cl)cc1)C[C@@H](O)[C@@]12CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](OC(=O)CC(C)(C)C(=O)O)C(C)(C)[C@@H]5CC[C@]43C)C1=C(C(C)C)C(=O)C2 | null | CCO | Cc1ccccc1 | Cl | [K+].[OH-] | train |
US05315025 | Brc1ccccc1C=Cc1ccccc1.COC(=O)C(=O)OC>>COC(=O)C(=O)c1ccccc1/C=C\c1ccccc1 | null | C1CCOC1 | null | [Mg] | null | train |
US20080070894A1 | O=C1CCC(=O)N1Br.c1cn2c(n1)CCCC2>>Brc1cnc2n1CCCC2 | null | ClC(Cl)(Cl)Cl | null | null | null | train |
US20160009688A1 | CN.O=C(O)c1ccc(F)c([N+](=O)[O-])c1>>CNc1ccc(C(=O)O)cc1[N+](=O)[O-] | null | CO | null | C1CCOC1 | null | train |
US20120238574A1 | Nc1ccc2c(cnn2C2CCNCC2)c1.OC(c1ccc(CBr)cc1)(C(F)(F)F)C(F)(F)F>>Nc1ccc2c(cnn2C2CCN(Cc3ccc(C(O)(C(F)(F)F)C(F)(F)F)cc3)CC2)c1 | null | CC#N | null | O=C([O-])[O-].[K+].[K+] | null | train |
US20090186869A1 | CCOC(=O)CC(=Nc1cccc(OC)c1C)OCC>>CCOc1cc(O)c2ccc(OC)c(C)c2n1 | null | c1ccc(Oc2ccccc2)cc1 | null | CCCCCC | CCOC(C)=O | train |
US05891909 | Cc1cc(OCCCO)cc(OS(=O)(=O)c2cccc(F)c2)c1>>Cc1cc(OCCC=O)cc(OS(=O)(=O)c2cccc(F)c2)c1 | null | ClCCl | null | CCN(C(C)C)C(C)C | CS(C)=O | train |
US20110311474A1 | Cc1ccc(S(=O)(=O)n2ccc3nc(NC(=O)OC(C)(C)C)cnc32)cc1.NC(=O)CBr>>Cc1ccc(S(=O)(=O)n2ccc3nc(N(CC(N)=O)C(=O)OC(C)(C)C)cnc32)cc1 | null | CN(C)C=O | null | [H-].[Na+] | null | train |
US20120289495A1 | O=C(O)c1cccc(-c2noc(C(F)(F)F)n2)c1.c1ccc(CC2CCCNC2)cc1>>O=C(c1cccc(-c2noc(C(F)(F)F)n2)c1)N1CCCC(Cc2ccccc2)C1 | null | CCOC(C)=O | CN(C)C=O | CN1CCOCC1 | CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F | train |
US03996374 | CCOC(=O)C(NC(=O)OCc1ccccc1)C(=O)O.Nc1cc(Cl)ccc1C(=O)c1ccccc1>>CCOC(=O)C(NC(=O)OCc1ccccc1)C(=O)Nc1cc(Cl)ccc1C(=O)c1ccccc1 | null | CN(C)C=O | ClCCl | ClP(Cl)(Cl)(Cl)Cl | null | train |
US20060247251A1 | COC(=O)C1C(=O)Nc2ccc(F)cc21>>O=C1Cc2cc(F)ccc2N1 | null | CO | null | Cl | [K+].[OH-] | train |
US20140051679A1 | CN1CCC(Oc2ccc(B3OC(C)(C)C(C)(C)O3)cc2)CC1.O=C(Nc1ccc2[nH]nc(I)c2c1)C(c1ccsc1)N1CCC1>>CN1CCC(Oc2ccc(-c3n[nH]c4ccc(NC(=O)C(c5ccsc5)N5CCC5)cc34)cc2)CC1 | c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1 | CCO | null | O=C([O-])[O-].[Na+].[Na+] | null | train |
US20040157804A1 | CC(=O)Nc1nc(C)c(S(=O)(=O)Oc2c3c(c(OC(c4ccccc4)c4ccccc4)c4ncccc24)C(=O)N(Cc2ccc(F)cc2)C3)s1.O=C(O)C(F)(F)F>>CC(=O)Nc1nc(C)c(S(=O)(=O)Oc2c3c(c(O)c4ncccc24)C(=O)N(Cc2ccc(F)cc2)C3)s1.O=C(O)C(F)(F)F | null | ClCCl | null | CC[SiH](CC)CC | null | train |
US20040248941A1 | CC(C)OC(=O)OC(C)I.Cc1c(OCC(F)(F)F)ccnc1CS(=O)c1nc2ccccc2[nH]1>>Cc1c(OCC(F)(F)F)ccnc1CS(=O)c1nc2ccccc2n1C(C)OC(=O)OC(C)C | null | CC(C)=O | null | O=C([O-])[O-].[Cs+].[Cs+] | null | train |
US20040266774A1 | Cc1ncc(-c2cccc(N)c2)n1C.O=C(O)c1cccc2c1[nH]c1ccc(F)cc12>>Cc1ncc(-c2cccc(NC(=O)c3cccc4c3[nH]c3ccc(F)cc34)c2)n1C | CN(C)c1ccncc1 | ClCCl | null | CCN=C=NCCCN(C)C | Cl | train |
US20110301082A1 | COC(=O)c1cc(C(F)(F)F)ccc1F.O=C(O)Cc1ccc(Cl)cc1>>O=C(Cc1ccc(Cl)cc1)c1cc(C(F)(F)F)ccc1F | null | C1CCOC1 | Cl | C[Si](C)(C)[N-][Si](C)(C)C.[Na+] | null | train |
US04920128 | CNN.COc1ccc2ncc(C#N)cc2c1>>COc1ccc2nc3c(cc2c1)c(N)nn3C | null | CO | null | CCO | null | train |
US04978783 | COC1=CC(=O)C=C(OC)C1=O.O=C(O)CCS>>COc1cc(O)cc(OC)c1O.O=C(O)CCS | null | C1CCOC1 | CCO | CCN(C(C)C)C(C)C | O | train |
US20090099231A1 | NCCc1ccc(F)cc1.O=C(OC(=O)C(F)(F)F)C(F)(F)F>>O=C(NCCc1ccc(F)cc1)C(F)(F)F | null | ClCCl | null | CCN(CC)CC | null | train |
US08236963B2 | COC(=O)C(C#N)C1(C[N+](=O)[O-])C(=O)Nc2ccc(Cl)cc21>>N#CC(C(=O)O)C1(C[N+](=O)[O-])C(=O)Nc2ccc(Cl)cc21 | null | CO | null | O | [K+].[OH-] | train |
US20100298388A1 | ClCc1nc(-c2ccc(Cl)cc2)no1.O=c1[nH]c(-c2c(F)ccc(O)c2F)no1>>O=c1[nH]c(-c2c(F)ccc(OCc3nc(-c4ccc(Cl)cc4)no3)c2F)no1 | null | CN(C)C=O | null | O=C([O-])[O-].[K+].[K+] | null | train |
US20100029707A1 | CC(=O)NCCCc1nccc2c1CCO2.O=C(CBr)c1ccccc1>>CC(=O)NCCc1c(-c2ccccc2)cn2ccc3c(c12)CCO3 | null | CC(C)=O | null | null | null | train |
US20040209892A1 | COc1cc2ncnc(Oc3ccc(OCc4ccccc4)cc3)c2cc1OC>>COc1cc2ncnc(Oc3ccc(O)cc3)c2cc1OC | null | O=C(O)C(F)(F)F | null | null | null | train |
US20130225548A1 | CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.O=C1CN(c2ccc(Br)cn2)CCN1>>CC(C)(C)OC(=O)N1CCN(c2ccc(Br)cn2)CC1=O | CN(C)c1ccncc1 | CCOC(C)=O | ClCCl | CCN(CC)CC | CN(C)C=O | train |
US20090130157A1 | C=CC(=O)OCC.C=CC(=O)OCCN(C)C.CC(C)=O.CCCCCCCCCCCCCCCCBr.CCCCCCCCCCCCCCCC[NH+](C)C.[Br-]>>C=C(C)C(=O)OCC.C=C(C)C(=O)[O-].CCCCCCCCCCCCCCCC[NH+](C)C.[Br-] | null | CC(C)=O | null | null | null | train |
US20050054662A1 | ClCCCBr.Oc1cc(OC2CCOC2)c2c(Nc3ccc(F)c(Cl)c3)ncnc2c1>>Fc1ccc(Nc2ncnc3cc(OCCCCl)cc(OC4CCOC4)c23)cc1Cl | null | CN(C)C=O | null | O=C(O)C(F)(F)F | O=C([O-])[O-].[K+].[K+] | train |
US20110201647A1 | COCCn1cc(C(=O)C(F)(F)F)c2c(OC(F)(F)F)ccc(F)c21.[OH-]>>COCCn1cc(C(=O)O)c2c(OC(F)(F)F)ccc(F)c21 | null | [Na+] | [OH-] | CO | null | train |
US06084130 | CCCN(CCC)C1Cc2cc(O)c(C(N)=O)cc2C1.FCCBr>>CCCN(CCC)C1Cc2cc(OCCF)c(C(N)=O)cc2C1 | null | CN(C)C=O | null | Cl | O=C([O-])[O-].[K+].[K+] | train |
US06300368B1 | COc1cc(NC(=O)c2c(OC)cccc2OC)ccc1OCCNC(C)C.Cl>>COc1cc(NC(=O)c2c(OC)cccc2OC)ccc1OCCNC(C)C.Cl | null | CC(C)O | null | CCO | null | train |
US05679683 | Nc1cccc(Br)c1.Nc1nc(Cl)c2c(n1)[nH]c1ccccc12>>Nc1nc(Nc2cccc(Br)c2)c2c(n1)[nH]c1ccccc12 | null | CC(C)O | CO | Cl | null | train |
US20100261728A1 | CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.FC(F)(F)c1ccc(C2NCCc3ccccc32)cc1>>CC(C)(C)OC(=O)N1CCc2ccccc2C1c1ccc(C(F)(F)F)cc1 | null | O | null | CCN(C(C)C)C(C)C | ClCCl | train |
US04120904 | FC(F)(F)C(F)(O[K])C(F)(F)F.O=[N+]([O-])C([N+](=O)[O-])([N+](=O)[O-])[N+](=O)[O-]>>O=[N+]([O-])C(F)([N+](=O)[O-])[N+](=O)[O-] | null | CN(C)C=O | null | null | null | train |
US20130072470A1 | C1COCCN1.Cc1ccc(S(=O)(=O)n2ccc3c2ncc2ncc([C@H]4CNC[C@H]4C)n23)cc1.O=C(Cl)Cl>>Cc1ccc(S(=O)(=O)n2ccc3c2ncc2ncc([C@H]4CN(C(=O)N5CCOCC5)C[C@H]4C)n23)cc1 | null | C1CCOC1 | null | Cc1ccccc1 | null | train |
US20040242572A1 | CI.N#CCc1ccc(CN2CCCC2)cc1>>CC(C#N)c1ccc(CN2CCCC2)cc1 | null | C1CCOC1 | null | CC(C)(C)[O-].[K+] | null | train |
US20140135318A1 | CCCCc1c(-c2ccc(C(=O)OC(C)(C)C)cc2C(=O)N2Cc3ccccc3C[C@H]2CO[Si](C)(C)C(C)(C)C)c(C(=O)OCC)nn1-c1ccccc1>>CCCCc1c(-c2ccc(C(=O)OC(C)(C)C)cc2C(=O)N2Cc3ccccc3C[C@H]2CO)c(C(=O)OCC)nn1-c1ccccc1 | null | C1CCOC1 | CCOC(C)=O | CCCC[N+](CCCC)(CCCC)CCCC.[F-] | null | train |
US20090298924A1 | CC(C)(C)OC(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)OC1CCCC1>>CC(C)(C)OC(=O)N[C@@H](CC1CCC(O)CC1)C(=O)OC1CCCC1 | O=[Pt]=O | CC(C)O | null | CC(=O)O | null | train |
US05453533 | CC(=O)Nc1c(O)cc(C(=O)O)cc1[N+](=O)[O-].CI>>COC(=O)c1ccc(NC(C)=O)c([N+](=O)[O-])c1 | null | CN(C)C=O | null | CCN(C(C)C)C(C)C | null | train |
US20090203677A1 | C[C@H]1CN(Cc2cccc(-c3cccc(CN)c3)c2)CCN1C(=O)OC(C)(C)C.O=C1CCCC(=O)O1>>C[C@H]1CN(Cc2cccc(-c3cccc(CNC(=O)CCCC(=O)O)c3)c2)CCN1C(=O)OC(C)(C)C | null | C1CCOC1 | null | null | null | train |
US20040132733A1 | CC(C)=O.N#Cc1ccc(CCO)cc1>>N#Cc1ccc(CC(=O)O)cc1 | null | CC(C)=O | null | O | null | train |
US20070191376A1 | CNC.O=Cc1ncc[nH]1>>CN(C)Cc1ncc[nH]1 | null | CO | null | [BH4-].[Na+] | null | train |
US20060293337A1 | CN.CS(=O)(=O)O[C@@H]1CCN(c2ccc3c(NC(=O)CC4CCCCC4)c(Cl)ccc3n2)C1>>CN[C@H]1CCN(c2ccc3c(NC(=O)CC4CCCCC4)c(Cl)ccc3n2)C1 | null | CCO | null | null | null | train |
US20040122063A1 | COC(=O)c1nc2c(o1)CN(C(=O)OC(C)(C)C)CC2>>COC(=O)c1nc2c(o1)CN(C)CC2 | null | ClCCl | null | O=C(O)C(F)(F)F | null | train |
US20100298302A1 | CC(=O)O.COC1CCC(OC)O1.N#Cc1ccc(N)c([N+](=O)[O-])c1>>N#Cc1ccc(-n2cccc2)c([N+](=O)[O-])c1 | null | CC(=O)O | null | null | null | train |
US05849779 | CCOC(=O)c1cn(Cc2ccccc2)nc1N.Nc1ccccc1.O=C(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl>>CCOC(=O)c1cn(Cc2ccccc2)nc1NC(=O)Nc1ccccc1 | null | C1CCOC1 | O | CCN(C(C)C)C(C)C | null | train |
US20060247320A1 | CC(C)(C)OC(=O)NCC(NC(=O)c1cc2cc3c(nc2s1)CCC(C(C)(C)C)C3)c1cccc([N+](=O)[O-])c1>>CC(C)(C)OC(=O)NCC(NC(=O)c1cc2cc3c(nc2s1)CCC(C(C)(C)C)C3)c1cccc(N)c1 | [Pd] | CO | null | null | null | train |
US20120225129A1 | CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.NCCOCCO>>CC(C)(C)OC(=O)C(O)COCCN | null | C1CCOC1 | null | [Na+].[OH-] | null | train |
US06013658 | CC(C)OC(=O)c1noc([C@@H](Cc2ccc3ccccc3c2)N(C)C(=O)[C@@H](Cc2ccc3ccccc3c2)NC(=O)OC(C)(C)C)n1>>CC(C)OC(=O)c1noc([C@@H](Cc2ccc3ccccc3c2)N(C)C(=O)[C@H](N)Cc2ccc3ccccc3c2)n1 | null | ClCCl | null | O=C(O)C(F)(F)F | null | train |
US20130338140A1 | CNOC.COCC(=O)Cl>>COCC(=O)N(C)OC | null | O | null | Cl | ClCCl | train |
US20160222014A1 | CC(C)(C)OC(=O)N1CCN(CCOc2ccc([N+](=O)[O-])cc2)CC1>>CC(C)(C)OC(=O)N1CCN(CCOc2ccc(N)cc2)CC1 | [Pd] | CCO | null | null | null | train |
US20150274740A1 | CC(=O)n1ncc2cc(-c3cc(=O)n4nc(-c5ccccn5)nc4[nH]3)ccc21>>O=c1cc(-c2ccc3[nH]ncc3c2)[nH]c2nc(-c3ccccn3)nn12 | null | CO | O | O=C([O-])[O-].[K+].[K+] | null | train |
US06664271B1 | O=C(O)C1CCCN(C(=O)c2ccccc2)C1.O=S(Cl)Cl>>O=C(Cl)C1CCCN(C(=O)c2ccccc2)C1 | null | ClCCl | null | null | null | train |
US05578593 | C1=Cc2ccccc2C1.ICCC1OCCOC1CI>>c1ccc2c(c1)CCC21CCC2(CC1)OCCO2 | null | C1CCOC1 | null | C[Si](C)(C)[N-][Si](C)(C)C.[Li+] | null | train |
US20160137595A1 | C=CCBr.O=[N+]([O-])c1cc(Br)ccc1O>>C=CCOc1ccc(Br)cc1[N+](=O)[O-] | null | O | null | CN(C)C=O | O=C([O-])[O-].[K+].[K+] | train |
US20060173019A1 | Nc1cc(Cl)cnc1Br.O=S(=O)(Cl)c1ccc(Cl)c(C(F)(F)F)c1>>O=S(=O)(Nc1cc(Cl)cnc1Br)c1ccc(Cl)c(C(F)(F)F)c1 | null | c1ccncc1 | null | null | null | train |
US04144248 | CSC(C)(C(=O)O)c1cccc(Oc2ccccc2)c1>>CC(C(=O)O)c1cccc(Oc2ccccc2)c1 | [Zn] | CCOCC | null | Cl | O | train |
US20120142713A1 | O=C(O)/C=C\C(=O)O.c1ccc(-c2ncc3cc(-n4ccnc4)ccc3n2)cc1>>O=C(O)/C=C\C(=O)O.c1ccc(-c2ncc3cc(-n4ccnc4)ccc3n2)cc1 | null | CC(C)O | O | null | null | train |
US20100041693A1 | CS(=O)(=O)OS(C)(=O)=O.Cc1nn2ccc(CO)cc2c1C1=C(c2c[nH]c3c(C)cccc23)C(=O)NC1=O>>Cc1nn2ccc(COS(C)(=O)=O)cc2c1C1=C(c2c[nH]c3c(C)cccc23)C(=O)NC1=O | null | C1CCOC1 | null | CCN(CC)CC | O | train |
US04698348 | CC(C)CNc1c([N+](=O)[O-])cnc2ccccc12>>CC(C)CNc1c(N)cnc2ccccc12 | [Pt] | CCO | null | null | null | train |
US05880147 | CC#N.CCCCCC(CC(=O)Nc1cc(C(=O)O)ccc1C(C)(C)C)c1cccc2c1OCCO2.N>>CCCCCC(CC(=O)Nc1cc(C(N)=O)ccc1CCCC)c1cccc2c1OCCO2 | null | CC#N | null | O=C(n1ccnc1)n1ccnc1 | null | train |
US20030149027A1 | CC(C)(C)OC(=O)NCc1ccc(N2C(=O)C(CC(=O)NCc3ccccc3F)C(=O)N(CC(=O)Nc3ccccc3)c3ccccc32)cc1.Cl>>Cl.NCc1ccc(N2C(=O)C(CC(=O)NCc3ccccc3F)C(=O)N(CC(=O)Nc3ccccc3)c3ccccc32)cc1 | null | CCOC(C)=O | null | null | null | train |
US20120077847A1 | CC(C)(C)OC(=O)NNC(=O)c1ccc(OCc2ccccc2)cc1.COc1ccc(P2(=S)SP(=S)(c3ccc(OC)cc3)S2)cc1>>CC(C)(C)OC(=O)NNC(=S)c1ccc(OCc2ccccc2)cc1 | null | C1CCOC1 | null | null | null | train |
US20070060563A1 | CC(C)(C)OC(=O)NCCBr.O=C(O[C@H]1CN2CCC1CC2)C(O)(c1ccccc1)c1ccccc1>>CC(C)(C)OC(=O)NCC[N+]12CCC(CC1)[C@@H](OC(=O)C(O)(c1ccccc1)c1ccccc1)C2.[Br-] | null | CN(C)C=O | null | null | null | train |
US20120165309A1 | CN[C@@H]1CC[C@@H](CNc2nc(N3CCOCC3)cc(-n3c(C(F)F)nc4ccccc43)n2)CC1.FCCBr>>CN(CCF)[C@@H]1CC[C@@H](CNc2nc(N3CCOCC3)cc(-n3c(C(F)F)nc4ccccc43)n2)CC1 | null | CC(=O)N(C)C | null | O | O=C([O-])[O-].[K+].[K+] | train |
US20120253035A1 | COc1ccc(C(NC2=N[C@](C)(c3cc(-c4nc5ccc(Cl)cc5s4)ccc3F)C(F)(F)C(C)(C)OC2)(c2ccccc2)c2ccc(OC)cc2)cc1.Cl>>CC1(C)OCC(N)=N[C@](C)(c2cc(-c3nc4ccc(Cl)cc4s3)ccc2F)C1(F)F.Cl | null | CCOCC | null | O=C(O)C(F)(F)F | null | train |
US20020173655A1 | NCCCCO.O=[N+]([O-])c1cnc2ccccc2c1Cl>>O=[N+]([O-])c1cnc2ccccc2c1NCCCCO | null | ClCCl | null | CCN(CC)CC | null | train |
US20140249134A1 | Cc1nc(C)n(-c2cc([C@@H]3C[C@H]3c3nc4ccccc4n3C)nc(S(C)(=O)=O)n2)n1.[C-]#N>>Cc1nc(C)n(-c2cc([C@@H]3C[C@H]3c3nc4ccccc4n3C)nc(C#N)n2)n1 | null | CS(C)=O | null | O | null | train |
US20150018373A1 | Cc1c2cc(-n3ccc(O)cc3=O)ccc2nn1C.OCc1nc(Br)cs1>>Cc1c2cc(-n3ccc(OCc4nc(Br)cs4)cc3=O)ccc2nn1C | null | C1CCOC1 | null | O | c1ccc(P(c2ccccc2)c2ccccc2)cc1 | train |
US05273975 | CC(C)(C)OC(=O)OC(=O)OC(C)(C)C.COc1ccc2[nH]cnc2c1C>>COc1ccc2c(ncn2C(=O)OC(C)(C)C)c1C | null | C1COCCO1 | null | null | null | train |
US20090062366A1 | COC(=O)C1CC(=O)N(Cc2ccccc2)C1>>O=C(O)C1CC(=O)N(Cc2ccccc2)C1 | null | CO | null | Cl | [Na+].[OH-] | train |
US04122193 | CCCCC12CC3CC(Br)(C1)CC(CCCC)(C3)C2.Cl.NC(N)=O>>CCCCC12CC3CC(N)(C1)CC(CCCC)(C3)C2.Cl | null | O | null | null | null | train |
US20130005707A1 | N#Cc1cccc(Cc2cccc3nc(Nc4ccccc4)nn23)c1.OO>>NC(=O)c1cccc(Cc2cccc3nc(Nc4ccccc4)nn23)c1 | null | CCO | O | Cl | [Na+].[OH-] | train |
US20130274244A1 | CCOc1cccc(CCl)n1.O=[N+]([O-])c1cccc2[nH]nc(Br)c12>>CCOc1cccc(Cn2nc(Br)c3c([N+](=O)[O-])cccc32)n1 | null | CN(C)C=O | null | Cl | O=C([O-])[O-].[K+].[K+] | train |
US20040259867A1 | Clc1ccccc1.O=C(Cl)CCC1CCCC1>>O=C(CCC1CCCC1)c1ccc(Cl)cc1 | null | ClCCCl | null | O | [Al+3].[Cl-].[Cl-].[Cl-] | train |
US20020123488A1 | CC(O)CN.CSc1nnc(C#N)c(N2CCc3ccccc3CC2)n1>>CC(O)CNc1nnc(C#N)c(N2CCc3ccccc3CC2)n1 | null | C1COCCO1 | null | null | null | train |
US20140221344A1 | CC1(NC(=O)OC(C)(C)C)CCCN(C(=O)OCc2ccccc2)C1>>CC1(NC(=O)OC(C)(C)C)CCCNC1 | [Pd] | CCO | null | null | null | train |
US06100233 | C=CC(C)(CCC=C(C)C)OC(=O)CC(C)=O.ClCc1ccccc1>>C=CC(C)(CCC=C(C)C)OC(=O)C(Cc1ccccc1)C(C)=O | null | CC(C)=O | null | O=C([O-])[O-].[K+].[K+] | null | train |
US20150152063A1 | COC[C@H](C)NC(=NC(=O)c1ccc(F)c(F)c1)Nc1nn(C(=O)OCOC(=O)c2ccc(COP(=O)(OC(C)(C)C)OC(C)(C)C)cc2)c2cc(C(F)(F)F)ccc12>>COC[C@H](C)NC(=NC(=O)c1ccc(F)c(F)c1)Nc1nn(C(=O)OCOC(=O)c2ccc(COP(=O)(O)O)cc2)c2cc(C(F)(F)F)ccc12 | null | ClCCl | null | O=C(O)C(F)(F)F | null | train |
US20060217372A1 | C1CCC(N2CCNCC2)CC1.NC(=O)c1ccc(Oc2ccc(C=O)cc2)nc1>>NC(=O)c1ccc(Oc2ccc(CN3CCN(C4CCCCC4)CC3)cc2)nc1 | null | CO | null | [BH4-].[Na+] | null | train |
US20070281922A1 | CC(C)(C)OC(=O)N1CCC(C=O)CC1.Nc1ccc2cnn(S(=O)(=O)c3cccc4ccccc34)c2c1>>CC(C)(C)OC(=O)N1CCCCC1CNc1ccc2cnn(S(=O)(=O)c3cccc4ccccc34)c2c1 | null | ClCCCl | null | CC(=O)O | CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+] | train |
US20100063293A1 | BrBr.CC(NC(=O)c1cc(Cl)ccc1NC(=O)c1cc(Br)nn1-c1ncccc1Cl)C1CC1>>CC(NC(=O)c1cc(Cl)cc(Br)c1NC(=O)c1cc(Br)nn1-c1ncccc1Cl)C1CC1 | null | CN(C)C=O | null | Cl | [H-].[Na+] | train |
US20120214769A1 | CC(C)(C)c1ccc(C(Cc2ccc([N+](=O)[O-])cc2)C(=O)Nc2ccc(I)cc2)cc1.OB(O)c1cc2ccccc2o1>>CC(C)(C)c1ccc(C(Cc2ccc([N+](=O)[O-])cc2)C(=O)Nc2ccccc2-c2ccc3cccc-3o2)cc1 | Cc1ccccc1[P](c1ccccc1C)(c1ccccc1C)[Pd](Cl)(Cl)[P](c1ccccc1C)(c1ccccc1C)c1ccccc1C | CCO | COCCOC | O | O=C([O-])[O-].[Na+].[Na+] | train |
US04409214 | C=CC1=C(C(=O)O)N2C(=O)C(NC(=O)C(=NOC)c3cnc(NC=O)s3)[C@H]2SC1>>C=CC1=C(C(=O)O)N2C(=O)C(NC(=O)C(=NOC)c3cnc(N)s3)[C@H]2SC1 | null | CO | null | Cl | null | train |
US05302591 | NS(=O)(=O)c1ccccc1.O=C(O)c1cccc([N+](=O)[O-])c1>>O=C(NS(=O)(=O)c1ccccc1)c1cccc([N+](=O)[O-])c1 | CN(C)c1ccncc1 | ClCCl | null | CCN=C=NCCCN(C)C | Cl | train |
US06258775B1 | C=C(c1cccc(C=CC(=O)OCC)c1)c1ccc2c(c1)C(C)(C)CCC2(C)C>>C=C(c1cccc(C=CC(=O)O)c1)c1ccc2c(c1)C(C)(C)CCC2(C)C | null | C1CCOC1 | null | Cl | [Na+].[OH-] | train |
US05122537 | COc1ccc2ccccc2c1C(CNC=O)S(=O)c1ccccc1>>COc1ccc2ccccc2c1/C=C/NC=O | null | Cc1ccccc1 | null | O=C([O-])[O-].[Na+].[Na+] | null | train |
US20040058964A1 | Cc1cc(OCc2ccc(F)cc2F)c(Br)c(=O)n1CC1=CCC(NC(=O)[O-])(C(C)(C)C)C=C1>>Cc1cc(OCc2ccc(F)cc2F)c(Br)c(=O)n1Cc1ccc(N)cc1 | null | CCOCC | Cl | C1COCCO1 | null | train |
US20060247260A1 | COC(=O)C(Cc1ccccc1)NC(=O)c1ccc(-c2ccc(O)cc2)cc1.Cc1cccc(CBr)c1>>COC(=O)C(Cc1ccccc1)NC(=O)c1ccc(-c2ccc(OCc3cccc(C)c3)cc2)cc1 | null | CN(C)C=O | null | null | null | train |
US20150252007A1 | CI.OCCc1ccc(F)cc1>>COCCc1ccc(F)cc1 | null | C1CCOC1 | null | [H-].[Na+] | [Cl-].[NH4+] | train |
US20120238549A1 | COC(=O)CCCBr.Oc1cccc(Br)c1>>COC(=O)CCCOc1cccc(Br)c1 | null | CN(C)C=O | O | O=C([O-])[O-].[K+].[K+] | null | train |
US20050096348A1 | C[C@@H](Cn1ccc2cc(C#N)ccc21)NC(=O)OC(C)(C)C>>C[C@H](N)Cn1ccc2cc(C#N)ccc21 | null | CCOC(C)=O | null | Cl | null | train |
US20110111046A1 | COC(=O)c1ccnc(C(=O)OC)c1>>COC(=O)c1ccnc(C(=O)O)c1 | null | CO | null | [K+].[OH-] | null | train |
US20080167307A1 | CCCCCCCNCCc1csc(SC(C)(C)C(=O)O)n1.O=[N+]([O-])c1cccnc1Cl>>CCCCCCCN(CCc1csc(SC(C)(C)C(=O)O)n1)c1ncccc1[N+](=O)[O-] | null | CC#N | null | CCN(CC)CC | null | train |
US04420476 | Cn1nc2c(oc3ccccc32)c1N.O=CO>>Cn1nc2c(oc3ccccc32)c1NC=O | null | O | null | CC(=O)OC(C)=O | null | train |
US20060264486A1 | Fc1cnc(Cl)nc1Cl.NCCCO>>OCCCNc1nc(Cl)ncc1F | null | CCO | null | O=C([O-])[O-].[Na+].[Na+] | null | train |
US20100063101A1 | CCOC(=O)COc1ccc(OCc2ccccc2)nc1>>CCOC(=O)COc1ccc(O)nc1 | [Pd] | null | null | null | null | train |
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