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creatinine → 1-(3-Chloro-2,6-dimethylphenyl)-3-(1-methyl-4-oxo-2-imidazolidinylidene) urea

HRID 1576835
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HRID 1576835 반응식
[CH3:1][N:2]1[C:7]([NH2:8])=[N:6][C:4](=[O:5])[CH2:3]1.[Cl:9][C:10]1[C:11]([CH3:20])=[C:12]([N:17]=[C:18]=[O:19])[C:13]([CH3:16])=[CH:14][CH:15]=1>CN(C=O)C>[Cl:9][C:10]1[C:11]([CH3:20])=[C:12]([NH:17][C:18]([N:8]=[C:7]2[NH:6][C:4](=[O:5])[CH2:3][N:2]2[CH3:1])=[O:19])[C:13]([CH3:16])=[CH:14][CH:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 588creatinineHCID 124489541-Chloro-3-isocyanato-2,4-dimethylbenzene

생성물 1

HCID 1363546031-(3-Chloro-2,6-dimethylphenyl)-3-(1-methyl-4-oxo-2-imidazolidinylidene) urea

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirring suspension of 7.92 g (0.07 mole) of creatinine in 50 ml of dry DMF is added 9.08 g (0.05 mole) of 3-chloro-2,6-dimethylphenyl isocyanate. After stirring for four hours, the reaction mixture is filtered through a diatomaceous earth pad to remove unreacted creatinine. Addition of a large excess of ice water precipitates a gummy semisolid mass which eventually crystallizes. After blowing the product to dry it for about eighteen hours, it is recrystallized from acetone-ether. Finally the product is taken up in dichloromethane and the resulting solution is filtered through diatomaceous earth. Concentration and dilution with ether gives pure product, 1-(3-chloro-2,6-dimethylphenyl)-3-(1-methyl-4-oxo-2-imidazolidinylidene) urea; m.p. 140°-141.5°C.

후처리

  1. filtrationthe reaction mixture is filtered through a diatomaceous earth pad
  2. customto remove unreacted creatinine
  3. additionAddition of a large excess of ice water
  4. customprecipitates a gummy semisolid mass which
  5. customeventually crystallizes
  6. customto dry it for about eighteen hours
  7. customit is recrystallized from acetone-ether
  8. filtrationthe resulting solution is filtered through diatomaceous earth
  9. concentrationConcentration and dilution with ether

출처 및 근거

ORD 기록
ord-09b732ea57a848a7afc4bae5399bc268
출처 데이터셋
uspto-grants-1976_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03983135

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