Dimethylformamide → 1-amino-1H-pyrrole-2,4-dicarbonitrile

反応式

[C:1]([C:3]1[NH:4][CH:5]=[C:6]([C:8]#[N:9])[CH:7]=1)#[N:2].[H-].[Na+].C[N:13](C=O)C>>[NH2:13][N:4]1[CH:5]=[C:6]([C:8]#[N:9])[CH:7]=[C:3]1[C:1]#[N:2]

参加物

反応物 3

HCID 6228Dimethylformamide

HCID 24758Sodium hydride

HCID 5759051H-Pyrrole-2,4-dicarbonitrile

生成物 1

HCID 552958981-amino-1H-pyrrole-2,4-dicarbonitrile収率 59%

反応条件

温度: 80 °C

実験手順

To a stirred solution of 2,4-dicyano-pyrrole (3.00 g, 25.6 mmol) in DMF (300 mL) was added sodium hydride (60% in mineral oil, 1.54 g, 38.4 mmol). The mixture was stirred for 15 min. Diphenylphosphinyl amino ester (8.96 g, 38.4 mmol) was added. The mixture was vigorously stirred while heating at 80° C. for 2 h and then cooled to rt. The mixture was filtered using DCM washings. The filtrate was concentrated to dryness to provide desired product (2.00 g, 59%). LTQ LC-MS: [M+H]+ 133.0, RT 0.96 min. The product was used in the next step without further purification.