1-[5-(4-Chlorophenyl)-4-hydroxythiophen-3-yl]ethan-1-one → 4-{[(2-{1-[5-(4-Chlorophenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonothioyl]amino}-2-chlorobenzoic acid

HRID 2103919Notes

Reaction equation

HRID 2103919 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[C:11]([C:14]([CH3:16])=O)[C:12]=2[OH:13])=[CH:4][CH:3]=1.[NH:17]([C:19]([NH:21][C:22]1[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[C:24]([Cl:31])[CH:23]=1)=[S:20])[NH2:18]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[C:11]([C:14](=[N:18][NH:17][C:19]([NH:21][C:22]3[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[C:24]([Cl:31])[CH:23]=3)=[S:20])[CH3:16])[C:12]=2[OH:13])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 442072911-[5-(4-Chlorophenyl)-4-hydroxythiophen-3-yl]ethan-1-oneHCID 860144984-Hydrazinocabonothioylamino-2-chlorobenzoic acid

Product 1

HCID 723600524-{[(2-{1-[5-(4-Chlorophenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonothioyl]amino}-2-chlorobenzoic acid

Procedure

From 2-(4-chlorophenyl)-3-hydroxy-4-methylcarbonylthiophene (25.2 mg, 0.1 mmol) and 4-hydrazinocabonothioylamino-2-chlorobenzoic acid (24.5 mg, 0.1 mmol), the desired product was obtained in the same manner as in Synthetic Example 50 as a pale yellow solid (41.9 mg, yield 88%).

Sources & evidence

ORD record
ord-c5e673c4016c4c61af724d16414bd6f2
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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