Thionyl Chloride → N-Methyl 4-Methoxybenzimidoyl Chloride

반응식

[CH3:1][NH:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1.S(Cl)([Cl:15])=O>>[CH3:1][N:2]=[C:3]([Cl:15])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1

참가 물질

반응물 2

HCID 24386Thionyl Chloride

HCID 3460314-methoxy-N-methylbenzamide

생성물 1

HCID 12410495N-Methyl 4-Methoxybenzimidoyl Chloride수율 76.7%

실험 절차

N-Methyl 4-methoxybenzamide (13.95 g, 84.5 mmole) was placed in a 50 ml round bottom flask equipped with magnetic stirrer, heating mantle, condenser and base trap. Thionyl chloride (33 g, 278 mmole) was added. The reaction was stirred and heated at reflux until gas evolution ceased (three hours). The excess thionyl chloride was distilled at ca. 15 mm Hg, and the product distilled at 75°-80° C. (0.1 mm Hg) to yield 11.9 g (76%) of the title compound as a clear colorless liquid.

후처리

customequipped with magnetic stirrer
temperatureheating mantle, condenser and base trap
temperatureheated
temperatureat reflux until gas evolution
custom(three hours)
distillationThe excess thionyl chloride was distilled at ca. 15 mm Hg
distillationthe product distilled at 75°-80° C. (0.1 mm Hg)

출처 및 근거

ORD 기록: ord-4883742856d94c599313418f15ed2269
출처 데이터셋: uspto-grants-1985_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04528382

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