2-(3,4-Dichlorophenyl)-3-hydroxy-4-(methylcarbonyl)thiophene → 4-{[(2-{1-[5-(3,4-Dichlorophenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)-carbonothioyl]amino}-2-chlorobenzoic acid

HRID 2103916Notes

Reaction equation

HRID 2103916 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[S:10][CH:11]=[C:12]([C:15]([CH3:17])=O)[C:13]=2[OH:14])[CH:5]=[CH:6][C:7]=1[Cl:8].[NH:18]([C:20]([NH:22][C:23]1[CH:31]=[CH:30][C:26]([C:27]([OH:29])=[O:28])=[C:25]([Cl:32])[CH:24]=1)=[S:21])[NH2:19]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[S:10][CH:11]=[C:12]([C:15](=[N:19][NH:18][C:20]([NH:22][C:23]3[CH:31]=[CH:30][C:26]([C:27]([OH:29])=[O:28])=[C:25]([Cl:32])[CH:24]=3)=[S:21])[CH3:17])[C:13]=2[OH:14])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 2

HCID 442072882-(3,4-Dichlorophenyl)-3-hydroxy-4-(methylcarbonyl)thiopheneHCID 860144984-Hydrazinocabonothioylamino-2-chlorobenzoic acid

Product 1

HCID 723600754-{[(2-{1-[5-(3,4-Dichlorophenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)-carbonothioyl]amino}-2-chlorobenzoic acid

Procedure

From 2-(3,4-dichlorophenyl)-3-hydroxy-4-methylcarbonylthiophene (50 mg, 0.17 mmol) and 4-hydrazinocabonothioylamino-2-chlorobenzoic acid (42.8 mg, 0.17 mmol), the desired product was obtained in the same manner as in Synthetic Example 50 as a pale yellow solid (61.1 mg, yield 68%)

Sources & evidence

ORD record
ord-48cd3e30d36d45b0a3c07163da53caad
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

Loading…