Diazomethane → HCID 10243171, compound

Participants

Reaction Steps

To a solution of 3-p-methoxybenzylthio-1,2,4-triazole (10.0 g : 45.2 mMol.) in methanol (100 ml) is added under ice cooling a solution of diazomethane in ether (prepared from 15 g of N-nitrosomethylurea), and the mixture is stirred for 1 hour. The reaction mixture is concentrated and purified by Lobar column chromatography (toluene : ethyl acetate=1:2 to 1:3) to give 3-p-methoxybenzylthio-2-methyl- 1,2,4-triazole [5.17 g : NMR δ(CDCl3) ppmi 3.63(s, 3H), 3.79(s, 3H), 4.34(s, 2H), 6.80-6.84, 7.19-7.24(A2B2, 4H), 7.88(s, 1H). IR ν(CHCl3) cm-1 : 1611, 1511, 1476, 1464, 1440, 1360, 1302 Yield: 49%]and 3-p- methoxybenzylthio-1-methyl-1,2,4-triazole [3.60 g : NMR δ(CDCl3) ppmi 3.78(s, 3H), 3.87(s, 3H), 4.31(s, 2H), 6.80-6.85, 7.30- 7.34(A2B2, 4H), 7.99(s, 1H). IR ν(CHCl ) cm-1 : 1612, 1512, 1465, 1440, 1421, 1356, 1302. Yield : 34%].

Provenance & Evidence