Phenyl Isothiocyanate → N-(1-methylimidazol-2-yl)-N'-phenylthiourea

HRID 2052066노트

반응식

HRID 2052066 반응식
Cl.[NH2:2][C:3]1[N:4]([CH3:8])[CH:5]=[CH:6][N:7]=1.[OH-].[Na+].[C:11]1([N:17]=[C:18]=[S:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(Cl)Cl>[CH3:8][N:4]1[CH:5]=[CH:6][N:7]=[C:3]1[NH:2][C:18]([NH:17][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[S:19]

참가 물질

5

반응물 3

HCID 7673Phenyl IsothiocyanateHCID 14798Sodium HydroxideHCID 101540761-Methyl-1H-imidazol-2-amine hydrochloride

생성물 1

HCID 20378498N-(1-methylimidazol-2-yl)-N'-phenylthiourea

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A 4.8 g (0.036 mole) sample of 2-amino-1-methylimidazole hydrochloride is suspended in 20 ml of methylene chloride and stirred with 10 ml of 50% NaOH. The organic layer is separated and the aqueous layer is extracted twice with 20 ml portions of fresh methylene chloride. The combined organic extracts are dried over K2CO3 and filtered. The filtrate is treated with 4.86 g (0.036 mole) of phenyl isothiocyanate. The solution is heated under reflux for 4 hr. Evaporation of the solvent in vacuo followed by recrystallization of the residue from acetone-ether (1:1) and MeOH-ether (1:1) gives the product, N-(1-methylimidazol-2-yl)-N'-phenylthiourea; m.p. 170°-172° C.

후처리

  1. customThe organic layer is separated
  2. extractionthe aqueous layer is extracted twice with 20 ml portions of fresh methylene chloride
  3. dry with materialThe combined organic extracts are dried over K2CO3
  4. filtrationfiltered
  5. temperatureThe solution is heated
  6. temperatureunder reflux for 4 hr
  7. customEvaporation of the solvent in vacuo
  8. customfollowed by recrystallization of the residue from acetone-ether (1:1) and MeOH-ether (1:1)

출처 및 근거

ORD 기록
ord-af760901bfa941ffb6f2c35fc0480038
출처 데이터셋
uspto-grants-1980_01
특허 번호
US04182865

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