反应详情

To the suspension of 2.1 g of 50% NaH mineral oil (washed with petroleum ether) in 25 ml of 1,2-dimethoxyethane and 15 ml of dimethylformamide was added 6.7 g of 2-(cyanoacetylamino)thiazole. After the moderately exothermic, effervescent reaction of the hydride, there was added (swirling) a solution of N-methyl-2-pyrroloyl chloride (prepared from 2.5 g of the acid) in 20 ml of 1,2-dimethoxyethane. The dark suspension resulting from the exothermic reaction was let stand overnight. After treatment with ca. 300 ml water, the filtered aqueous solution was acidified with 6 ml of 6 N HCl. The crude product was collected, redissolved in NaHCO3 solution, and the filtered solution carefully acidified with 6 N HCl. The product was collected, washed with water, dried, and triturated with methanol to give crystals, m.p. 201°-2° dec. Recrystallization from dimethylformamide-methanol gave β-oxo-α-(2-thiazolylcarbamoyl)-β-(1-methyl-2-pyrrolyl)propionitrile, m.p. 208°-9° dec.

1. additionwas added (swirling)
2. customThe dark suspension resulting from the exothermic reaction
3. customThe crude product was collected
4. dissolutionredissolved in NaHCO3 solution
5. customThe product was collected
6. washwashed with water
7. customdried
8. customtriturated with methanol
9. customto give crystals, m.p. 201°-2° dec
10. customRecrystallization from dimethylformamide-methanol