Carbon Disulfide → 5-Methyl-2-pyridyldithiocarbamic acid triethylamine salt

반응식

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1.[C:9](=[S:11])=[S:10].[CH2:12]([N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[CH3:13]>>[CH2:12]([N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[CH3:13].[CH3:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:9](=[S:10])[SH:11])=[N:3][CH:4]=1

참가 물질

반응물 3

HCID 6348Carbon Disulfide

HCID 8471Triethylamine

HCID 153482-Amino-5-methylpyridine

생성물 1

HCID 123832335-Methyl-2-pyridyldithiocarbamic acid triethylamine salt수율 66%

실험 절차

2-Amino-5-methylpyridine (21.6 g., 0.2 mol.) was suspended in triethylamine (60 ml.) and carbon disulphide (30 ml.) was added. The mixture was shaken at room temperature for 3 hours. The pale yellow solid precipitate was filtered off and washed with ether to give 5-methyl-2-pyridyldithiocarbamic acid triethylamine salt (37.7 g., 66%). This material was suspended in ethanol (100 ml.) and stirred at room temperature. Benzyl chloride (16.5 g., 15 ml.) was added dropwise. After 2 hours, a clear solution was obtained. Water was added and the precipitated benzyl ester collected. After washing with water and petrol ether (40°-60° C.), the product weighed 33.8 g. (m.pt. 141° C.).