Dimethylformamide → 3-(2-Cyano-acetyl)-3-methyl-1-(2-isocyanobenzyl)-urea

HRID 78687

反応式

HRID 78687 の反応式
[N+:1]([C:3]1[CH:14]=[CH:13][CH:12]=[CH:11][C:4]=1[CH2:5][NH:6][C:7]([NH:9][CH3:10])=[O:8])#[C-:2].[C:15]([CH2:17][C:18]([OH:20])=O)#[N:16].CN(C)C=O.CS(Cl)(=O)=O>O.C(O)(C)C.O>[C:15]([CH2:17][C:18]([N:9]([CH3:10])[C:7](=[O:8])[NH:6][CH2:5][C:4]1[CH:11]=[CH:12][CH:13]=[CH:14][C:3]=1[N+:1]#[C-:2])=[O:20])#[N:16]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 9740Cyanoacetic acidHCID 31297Methanesulfonyl chlorideHCID 580761271-(2-Isocyanobenzyl)-3-methylurea

生成物 1

HCID 580761243-(2-Cyano-acetyl)-3-methyl-1-(2-isocyanobenzyl)-urea収率 68%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 21889133Propan-2-ol--water (1/1)溶媒

実験手順

Under nitrogen atmosphere, 1-(2-isocyanobenzyl)-3-methylurea (98.4 g) and cyanoacetic acid (80.0 g) was added to N,N-dimethylformamide (836 ml). The mixture was stirred at room temperature and methanesulfonyl chloride (72.8 ml) was added dropwise with stirring at this temperature. The mixture was stirred at room temperature for 4 hrs, cooled with water, and water-isopropanol [2:1 (volume ratio), 1670 ml] was added drop wise. The mixture was stirred under water-cooling for 1 hr, and the precipitated crystals were collected by filtration and dried to give 3-(2-cyano-acetyl)-3-methyl-1-(2-isocyanobenzyl)-urea with 68% yield.

後処理

  1. stirringwith stirring at this temperature
  2. stirringThe mixture was stirred at room temperature for 4 hrs
  3. additionwas added drop wise
  4. stirringThe mixture was stirred under water-
  5. temperaturecooling for 1 hr
  6. filtrationthe precipitated crystals were collected by filtration
  7. customdried

出典と根拠

ORDレコード
ord-2d62973b998f4ada92c1a893133f91ed
出典データセット
uspto-grants-2014_09
特許番号
US08841447B2

関連ノート

読み込み中…