Tetrahydrofuran → HCID 19825152、化合物

反応式

CN(C)S([N:6]1[CH:10]=[C:9](C2C=CC=CC=2)[N:8]=[C:7]1[CH:17]=[N:18]O)(=O)=O.[H-].[Na+].Cl[C:24]([O:26][CH2:27][CH3:28])=[O:25].C(O[CH2:33][CH3:34])(=O)C.O1[CH2:39][CH2:38][CH2:37][CH2:36]1>>[C:17]([CH:7]1[N:6]([C:34]2[CH:33]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:10]=[CH:9][N:8]1[C:24]([O:26][CH2:27][CH3:28])=[O:25])#[N:18]

参加物

反応物 5

HCID 8028Tetrahydrofuran2 回

HCID 8857Ethyl Acetate

HCID 10928Ethyl chloroformate

HCID 24758Sodium hydride

HCID 136341188HCID 136341188、化合物

生成物 1

HCID 19825152HCID 19825152、化合物

実験手順

1-(dimethylsulphamoyl)-2-(hydroxyiminomethyl)-4-phenylimidazole, m.p 165°-170° (dec.). A slurry of this product (0.882 g) in dry tetrahydrofuran (20 ml) was added to sodium hydride (90 mg of 80g suspension in oil) in dry tetrahydrofuran. After 1.5 hours at room temperature ethyl chloroformate (0.285 ml) was added and the mixture stirred overnight. The mixture was then added to ethyl acetate and worked up in conventional manner to give a viscous oil. This was purified by flash column chromatography to give 2-cyano-1-ethoxycarbonyl-3-phenylimidazole, m.p. 109°-111°. (Compound 3)