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

HRID 2286568

反応式

HRID 2286568 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-67e7568198d34822ac72e76ba96baac0
出典データセット
uspto-grants-1981_05
特許番号
US04267174

関連ノート

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