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Aziridine-2-carbonitrile → 1-(N-Cyclohexanecarbonyl-carbamoyl)-2-cyanoaziridine

HRID 893962
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HRID 893962 반응식
[C:1]([CH:3]1[CH2:5][NH:4]1)#[N:2].[CH:6]1([C:12]([N:14]=[C:15]=[O:16])=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1>C1(C)C=CC=CC=1>[CH:6]1([C:12]([NH:14][C:15]([N:4]2[CH2:5][CH:3]2[C:1]#[N:2])=[O:16])=[O:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1
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참가 물질

4

반응물 2

HCID 118115Aziridine-2-carbonitrileHCID 20096062Cyclohexanecarbonyl isocyanate

생성물 1

HCID 211620391-(N-Cyclohexanecarbonyl-carbamoyl)-2-cyanoaziridine

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

A solution of 1.41 g. 2-cyanoaziridine in 20 ml. toluene is added dropwise, while stirring, at 20°-30° C. to a solution of 3.2 g. cyclohexanecarbonyl isocyanate in 50 ml. toluene. The reaction mixture is further stirred for 15 minutes at ambient temperature and a certain amount of greasy material which precipitates out is separated off. The clear solution is further stirred for 1 hour at ambient temperature and the crystals which have, in the meantime separated out, are filtered off with suction. They are washed with toluene, triturated with anhydrous diethyl ether and dried in a vacuum for 1 hour at 50° C. There are thus obtained 3.2 g. 1-(N-cyclohexanecarbonyl-carbamoyl)-2-cyanoaziridine; m.p. 142°-144° C. This compound is practically insoluble in water but dissolves in dilute aqueous sodium hydroxide solution.

후처리

  1. stirringThe reaction mixture is further stirred for 15 minutes at ambient temperature
  2. customa certain amount of greasy material which precipitates out
  3. customis separated off
  4. stirringThe clear solution is further stirred for 1 hour at ambient temperature
  5. customseparated out
  6. filtrationare filtered off with suction
  7. washThey are washed with toluene
  8. customtriturated with anhydrous diethyl ether
  9. customdried in a vacuum for 1 hour at 50° C
  10. dissolutiondissolves in dilute aqueous sodium hydroxide solution

출처 및 근거

ORD 기록
ord-3b06c343dc2445469c5a93f18bf927a1
출처 데이터셋
uspto-grants-1981_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04282212

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