1-{4-Hydroxy-5-[4-(trifluoromethyl)phenyl]thiophen-3-yl}ethan-1-one → 4-{[(2-{1-[5-(4-Trifluoromethylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)-carbonothioyl]amino}-2-chlorobenzoic acid

HRID 1881648Notes

Reaction equation

HRID 1881648 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][CH:11]=[C:12]([C:15]([CH3:17])=O)[C:13]=2[OH:14])=[CH:5][CH:4]=1.[NH:20]([C:22]([NH:24][C:25]1[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[C:27]([Cl:34])[CH:26]=1)=[S:23])[NH2:21]>>[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][CH:11]=[C:12]([C:15](=[N:21][NH:20][C:22]([NH:24][C:25]3[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[C:27]([Cl:34])[CH:26]=3)=[S:23])[CH3:17])[C:13]=2[OH:14])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 602067891-{4-Hydroxy-5-[4-(trifluoromethyl)phenyl]thiophen-3-yl}ethan-1-oneHCID 860144984-Hydrazinocabonothioylamino-2-chlorobenzoic acid

Product 1

HCID 723600624-{[(2-{1-[5-(4-Trifluoromethylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)-carbonothioyl]amino}-2-chlorobenzoic acid

Procedure

From 2-(4-trifluoromethylphenyl)-3-hydroxy-4-methylcarbonylthiophene (50.0 mg, 0.17 mmol) and 4-hydrazinocabonothioylamino-2-chlorobenzoic acid (42.9 mg, 0.17 mmol), the desired product was obtained in the same manner as in Synthetic Example 118 as a pale yellow solid (58.3 mg, yield 65%).

Sources & evidence

ORD record
ord-60b61223bab644be816165563322ef75
Source dataset
uspto-grants-2012_11
Patent number
US08318796B2

Reaction notes

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