4-Methoxyphenyl isothiocyanate → 1-(2,2-Dimethoxyethyl)-3-(4-methoxyphenyl)thiourea

HRID 371477노트

반응식

HRID 371477 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]=[S:11])=[CH:5][CH:4]=1.[CH3:12][O:13][CH:14]([O:17][CH3:18])[CH2:15][NH2:16]>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10]([NH:16][CH2:15][CH:14]([O:17][CH3:18])[O:13][CH3:12])=[S:11])=[CH:7][CH:8]=1

참가 물질

4

반응물 2

HCID 752934-Methoxyphenyl isothiocyanateHCID 89728Aminoacetaldehyde dimethyl acetal

생성물 1

HCID 8820791-(2,2-Dimethoxyethyl)-3-(4-methoxyphenyl)thiourea

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A solution of 10 g (0.06 mole) of p-methoxyphenylisothiocyanate in 100 ml of CHCl3 was treated with 6.3 g (0.06 mole) of aminoacetaldehyde dimethyl acetal. The solvent was evaporated and the residue was recrystallized from ethanol to yield N-(p-methoxyphenyl)-N'-(β,β-dimethoxyethyl)thiourea, 9.2 g (57%). A suspension of this thiourea in a solution of 5 ml of concentrated H2SO4 and 20 ml of H2O was refluxed for 3 hr. The mixture was cooled and a solid was filtered, washed with H2O and dried. Recrystallization from ethanol gave 1-(4-methoxyphenyl)-2-mercaptomidazole, 4.9 g (70%), mp 215°-7°.

후처리

  1. customThe solvent was evaporated
  2. customthe residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-a1838c7edd7440738672ac9faac55ade
출처 데이터셋
uspto-grants-1985_07
특허 번호
US04532331

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