Hydrochloric Acid → HCID 178517250, compound

HRID 1637944Notes

Reaction equation

HRID 1637944 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([N+:13]([O-:15])=[O:14])=[CH:10][CH:11]=2)[C:6](=[C:16](OCC)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:5]1=[O:26])(=O)C.[NH2:27][C:28]1[CH:29]=[C:30]([C:34]2[N:35]=[CH:36][NH:37][CH:38]=2)[CH:31]=[CH:32][CH:33]=1.Cl.C(N(CC)CC)C.N1CCCCC1>CN(C=O)C.O>[NH:37]1[CH:38]=[C:34]([C:30]2[CH:29]=[C:28]([CH:33]=[CH:32][CH:31]=2)[NH:27]/[C:16](=[C:6]2\[C:5](=[O:26])[NH:4][C:12]3[C:7]\2=[CH:8][C:9]([N+:13]([O-:15])=[O:14])=[CH:10][CH:11]=3)/[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:35]=[CH:36]1

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 8471TriethylamineHCID 542801041-Acetyl-3-{1-ethoxy-1-phenylmethylidene}-5-nitro-2-indolinoneHCID 178507528HCID 178507528, compound

Product 1

HCID 178517250HCID 178517250, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Prepared by reacting 1-acetyl-3-{1-ethoxy-1-phenylmethylidene}-5-nitro-2-indolinone with 1.5 equivalents of 4-(3-amino-phenyl)-imidazole×2 HCl and 3.25 equivalents of triethylamine in DMF (100° C., for 1.5 hours), subsequent treatment with 5 equivalents of piperidine (20° C., 1 hour) and precipitation with water.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-d5ae9cb894fd42e29f0980695e9cefe6
Source dataset
uspto-grants-2000_03
Patent number
US06043254

Reaction notes

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