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Cyanamide → N-cyano-N'-[2-(5-methylimidazol-4-ylmethylthio)ethyl]thiourea

HRID 1702481
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반응식

HRID 1702481 반응식
[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[CH2:7][S:8][CH2:9][CH2:10][N:11]=[C:12]=[S:13].[N:14]#[C:15][NH2:16].C1CCN2C(=NCCC2)CC1>C(Cl)(Cl)Cl>[C:15]([NH:16][C:12]([NH:11][CH2:10][CH2:9][S:8][CH2:7][C:3]1[N:4]=[CH:5][NH:6][C:2]=1[CH3:1])=[S:13])#[N:14]
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참가 물질

5

반응물 3

HCID 9864CyanamideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 203874262-(5-Methylimidazol-4-ylmethylthio)ethylisothiocyanate

생성물 1

HCID 12918615N-cyano-N'-[2-(5-methylimidazol-4-ylmethylthio)ethyl]thiourea수율 78.1%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

A solution of 2-(5-methylimidazol-4-ylmethylthio)ethylisothiocyanate [obtained from its hydrochloride (4.17 g)] in CHCl3 (20 ml) was added to a solution of cyanamide (1.05 g) and DBU (3.80 g) in CHCl3 (50 ml) and stirred overnight. After concentration, the residue was dissolved in water (30 ml) and washed with ether, decolorized with charcoal and acidified to pH 5 with 10% HCl under ice-cooling. The precipitate was filtered, washed with water and dried to give N-cyano-N'-[2-(5-methylimidazol-4-ylmethylthio)ethyl]thiourea(mono-hydrate, 3.57 g). Yield 78.1%, m.p. 158°-161° C.

후처리

  1. concentrationAfter concentration
  2. dissolutionthe residue was dissolved in water (30 ml)
  3. washwashed with ether
  4. temperaturecooling
  5. filtrationThe precipitate was filtered
  6. washwashed with water
  7. customdried

출처 및 근거

ORD 기록
ord-441aadf59ace4f8a810f15513daa0d52
출처 데이터셋
uspto-grants-1983_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04381395

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