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

HRID 2398579노트

반응식

HRID 2398579 반응식
[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]

참가 물질

5

반응물 3

HCID 588creatinineHCID 962WaterHCID 693254-Methylphenyl isocyanate

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bcc342332ac14e8992ec990091afdb51
출처 데이터셋
uspto-grants-1977_05
특허 번호
US04025517

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