creatinine → 1-(1-Methyl-4-oxo-2-imidazolidinylidene)-3-p-tolyl urea

HRID 2398579ノート

反応式

HRID 2398579 の反応式
[CH3:1][N:2]1[C:7]([NH2:8])=[N:6][C:4](=[O:5])[CH2:3]1.O.[C:10]1([CH3:19])[CH:15]=[CH:14][C:13]([N:16]=[C:17]=[O:18])=[CH:12][CH:11]=1>CN(C=O)C>[CH3:1][N:2]1[CH2:3][C:4](=[O:5])[NH:6][C:7]1=[N:8][C:17]([NH:16][C:13]1[CH:14]=[CH:15][C:10]([CH3:19])=[CH:11][CH:12]=1)=[O:18]

参加物

5

反応物 3

HCID 588creatinineHCID 962WaterHCID 693254-Methylphenyl isocyanate

生成物 1

HCID 1364097171-(1-Methyl-4-oxo-2-imidazolidinylidene)-3-p-tolyl urea

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirring suspension of creatinine (11.88 g, 0.105 mole) in 100 ml dry DMF, p-tolylisocyanate (13.31 g- 0.100 mole) is added dropwise over a period of about 15 minutes with cooling. After stirring for 3.5 hrs., the mixture is poured into about 500 ml iced-water to give white crystals of product which are filtered off and washed with water. Recrystallization of the product from acetone-methanol and then from THF-methanol affords the product, 1-(1-methyl-4-oxo-2-imidazolidinylidene)-3-p-tolyl urea. The crystalline particles are reduced to finer size by adding a solution of the thus-obtained product in minimal DMF to about 1.1 liters of vigorously stirring water, filtering off and drying the resultant fine crystals in vacuo for 24 hours; m.p. 198°-200° C. dec.

後処理

  1. additionis added dropwise over a period of about 15 minutes
  2. temperaturewith cooling
  3. customto give white crystals of product which
  4. filtrationare filtered off
  5. washwashed with water
  6. customRecrystallization of the product from acetone-methanol

出典と根拠

ORDレコード
ord-bcc342332ac14e8992ec990091afdb51
出典データセット
uspto-grants-1977_05
特許番号
US04025517

反応ノート

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