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

HRID 2103918Notes

Reaction equation

HRID 2103918 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[S:26][C:25]([C:27]([OH:29])=[O:28])=[CH:24][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[S:26][C:25]([C:27]([OH:29])=[O:28])=[CH:24][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 860144975-Hydrazinocabonothioylamino-2-thiophenecarboxylic acid

Product 1

HCID 723600345-{[(2-{1-[5-(4-Chlorophenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonothioyl]amino}-2-thiophenecarboxylic acid

Procedure

From 2-(4-chlorophenyl)-3-hydroxy-4-methylcarbonylthiophene (25.3 mg, 0.10 mmol) and 5-hydrazinocabonothioylamino-2-thiophenecarboxylic acid (21.8 mg, 0.10 mmol), the desired product was obtained in the same manner as in Synthetic Example 50 as a pale yellow solid (37.1 mg, yield 82%).

Sources & evidence

ORD record
ord-3120c7577ead430c88ae66d707d77714
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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