反応 #5331

反応方程式

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

溶媒

N,N-dimethyl formamide

dichloromethane

反応条件

後処理

1. 1
   その他precipitates
2. 2
   ろ過were collected by filtration
3. 3
   洗浄washed with dichloromethane
4. 4
   その他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
   その他The solvent was evaporated under reduced pressure
8. 8
   workup.ADDITIONTo the residue was added 2N-HCl
9. 9
   その他Resulting
10. 10
    その他precipitates
11. 11
    ろ過were collected by filtration
12. 12
    洗浄washed with water, ether and methanol successively
13. 13
    その他by drying

実験手順

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.

出典