Dicyclohexylcarbodiimide → 1-(N-Methoxyacetylglycyl)-2-cyanoaziridine

HRID 2286568

반응식

HRID 2286568 반응식
[CH3:1][O:2][CH2:3][C:4]([NH:6][CH2:7][C:8]([OH:10])=O)=[O:5].[C:11]([CH:13]1[CH2:15][NH:14]1)#[N:12].C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[CH3:1][O:2][CH2:3][C:4]([NH:6][CH2:7][C:8]([N:14]1[CH2:15][CH:13]1[C:11]#[N:12])=[O:10])=[O:5]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 118115Aziridine-2-carbonitrileHCID 16775934N-(Methoxyacetyl)glycine

생성물 1

HCID 234615891-(N-Methoxyacetylglycyl)-2-cyanoaziridine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2.94 g. N-Methoxyacetylglycine are dissolved in 29 ml. tetrahydrofuran and mixed, with stirring and ice cooling, with 1.36 g. 2-cyanoaziridine and 4.3 g. dicyclohexylcarbodiimide, whereafter the reaction mixture is stirred for 2 hours. After filtering off the dicyclohexylurea, from the filtrate there are obtained 2.8 g. of crystals which, for purification, are dissolved in ethyl acetate and reprecipitated with ligroin. There is thus obtained 1-(N-methoxyacetylglycyl)-2-cyanoaziridine; M.p. 70°-72° C.

후처리

  1. filtrationAfter filtering off the dicyclohexylurea
  2. customfrom the filtrate there are obtained 2.8 g
  3. customof crystals which, for purification
  4. dissolutionare dissolved in ethyl acetate
  5. customreprecipitated with ligroin

출처 및 근거

ORD 기록
ord-67e7568198d34822ac72e76ba96baac0
출처 데이터셋
uspto-grants-1981_05
특허 번호
US04267174

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