反应 #5331

反应方程式

Methyl 3,4-diamino-5-methylthiophene-2-carboxylate

triphosgene

→

title compound

Methyl 1,3-dihydro-4-methyl-2-oxo-thieno[3,4-d]imidazole-6-carboxylate

溶剂

N,N-dimethyl formamide

dichloromethane

反应条件

后处理

1. 1
   其他precipitates
2. 2
   过滤were collected by filtration
3. 3
   洗涤washed with dichloromethane
4. 4
   其他dried
5. 5
   workup.ADDITIONTo the suspension was added sodium hydride (60% in oil; 0.55 g)
6. 6
   workup.STIRRINGthe mixture was stirred for three days at room temperature
7. 7
   其他The solvent was evaporated under reduced pressure
8. 8
   workup.ADDITIONTo the residue was added 2N-HCl
9. 9
   其他Resulting
10. 10
    其他precipitates
11. 11
    过滤were collected by filtration
12. 12
    洗涤washed with water, ether and methanol successively
13. 13
    其他by drying

实验过程

Methyl 3,4-diamino-5-methylthiophene-2-carboxylate (3.0 g) was dissolved in a mixture of N,N-dimethyl formamide (5 ml) and dichloromethane (15 ml). To the solution was added triphosgene (2.4 g) in portions. The mixture was stirred for two days at room temperature, and precipitates were collected by filtration, washed with dichloromethane and dried. Resultant white powder (2.4 g) was suspended in N,N-dimethylformamide (25 ml). To the suspension was added sodium hydride (60% in oil; 0.55 g), and the mixture was stirred for three days at room temperature. The solvent was evaporated under reduced pressure. To the residue was added 2N-HCl. Resulting precipitates were collected by filtration, washed with water, ether and methanol successively, followed by drying to afford the title compound (82 g, 53%) as pale brown powder.

来源