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

HRID 1702481
ノート
印刷プレビュー

反応式

HRID 1702481 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-441aadf59ace4f8a810f15513daa0d52
出典データセット
uspto-grants-1983_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04381395

反応ノート

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