反応 #11042

反応方程式

o-phenylendiamine

ethyl 3-{[(3′-amino[1,1′-biphenyl]-3-yl)sulfonyl]amino}-3-phenyl-propanoate

thiophosgene

→

Ethyl 3-{[(3′-{[(2-aminoanilino)carbothioyl]amino}[1,1′-biphenyl]-3-yl)sulfonyl]amino}-3-phenyl-propanoate

溶媒

tetrahydrofurane toluene

toluene

反応条件

後処理

1. 1
   温度The mixture was refluxed for 2 h
2. 2
   その他evaporated
3. 3
   workup.DISSOLUTIONthe residue dissolved in 200 ml toluene
4. 4
   濃縮concentrated
5. 5
   その他purified (flash chromatography: dichloromethane/acetic acid ethyl ester 10+1)
6. 6
   その他to yield 43 g (100%)

実験手順

31.84 g (75 mmol) ethyl 3-{[(3′-amino[1,1′-biphenyl]-3-yl)sulfonyl]amino}-3-phenyl-propanoate 10.1.2 were dissolved in 600 ml toluene and 8.62 g thiophosgene were added. The mixture was refluxed for 2 h, evaporated and the residue dissolved in 200 ml toluene. This solution was added dropwise to a solution of o-phenylendiamine (12.2 g 113 mmol) in 500 ml tetrahydrofurane/toluene (1/1) at 40° C. The mixture was stirred for 12 h at room temperature, concentrated and purified (flash chromatography: dichloromethane/acetic acid ethyl ester 10+1) to yield 43 g (100%).

出典