Thionyl Chloride → 2-Chloromethyl-4-(2-furylmethylthio)-3-methylpyridine hydrochloride

HRID 1081683노트

반응식

HRID 1081683 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][S:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([CH2:14]O)[C:9]=1[CH3:16].S(Cl)([Cl:19])=O>ClCCl>[ClH:19].[Cl:19][CH2:14][C:10]1[C:9]([CH3:16])=[C:8]([S:7][CH2:6][C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)[CH:13]=[CH:12][N:11]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 186900004-(2-Furylmethylthio)-2-hydroxymethyl-3-methylpyridine

생성물 1

HCID 224607712-Chloromethyl-4-(2-furylmethylthio)-3-methylpyridine hydrochloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

10.0 g (0.042 mol) of 4-(2-furylmethylthio)-2-hydroxymethyl-3-methylpyridine are dissolved in dichloromethane (100 ml), 1.2 equivalents of thionyl chloride are added dropwise at RT, and the mixture is stirred at RT for 20 h. The mixture is concentrated fully, which gives the title compound as an oily residue which crystallizes slowly and which, if desired, can also be used directly as a solution in ethanol for the reaction with substituted 2-mercaptobenzimidazoles. For purification, it is recrystallized from hot isopropanol with an addition of active charcoal. This gives 9.0 g (74% of theory) of the title compound as colorless crystals of m.p. 159°-161° C. (decomp.).

후처리

  1. concentrationThe mixture is concentrated fully

출처 및 근거

ORD 기록
ord-5457d730b27b4526a6b8e156364895bb
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05587389

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