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

HRID 1871946노트

반응식

HRID 1871946 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>C(Cl)Cl>[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 methylene chloride (100 ml), 1.2 equivalents of thionyl chloride are added dropwise at RT and the mixture is stirred at RT for 20 h. It is concentrated completely and the title compound is obtained as an oily residue, which gradually crystallizes and, if desired, can also be used as a solution in ethanol directly for reaction with substituted 2-mercaptobenzimidazoles. For purification, the residue is recrystallized from hot isopropanol with the addition of active charcoal. 9.0 g (74% of theory) of the title compound are obtained as colorless crystals of m.p. 159-161° C. (decomp.).

후처리

  1. concentrationIt is concentrated completely

출처 및 근거

ORD 기록
ord-de78e19098984122a5e4b29c6decc1ab
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06107312

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