C(N(C(C)C)CC)(C)C.Cl.[CH3:11][C:12]1[S:16][C:15]([C:17]([OH:19])=[O:18])=[CH:14][C:13]=1[NH2:20].[C:21]1([CH2:27][C:28](Cl)=[O:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.Cl>O1CCCC1.O>[CH3:11][C:12]1[S:16][C:15]([C:17]([OH:19])=[O:18])=[CH:14][C:13]=1[NH:20][C:28](=[O:29])[CH2:27][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1Diisopropylethylamine (3.33 g, 25.8 mmol) was added to a stirred suspension of 5-methyl-4-amino-thiophene-2-carboxylic acid hydrochloride (1.4 g, 7.0 mmol) in tetrahydrofuran (25 mL) under an inert atmosphere at room temperature. After 1½ hours, phenylacetyl chloride (1.1 g, 7.2 mmol) was added. After 24 hours, the mixture was diluted with water (200 mL) and acidified with dilute aqueous hydrochloric acid. After 12 hours the precipitate was filtered off, rinsed with water, and dried to afford 1.5 g of 5-methyl-4-phenylacetylamino-thiophene-2-carboxylic acid. Recrystallization of a sample from acetonitrile gave product with a mp 249-250° C.
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