Water → 2-cyano-N-cyclopropylacetamide

HRID 279731노트

반응식

HRID 279731 반응식
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[C:5]([CH2:7][C:8](O)=[O:9])#[N:6].C(N=C=NC(C)C)(C)C.O>O1CCCC1.CC#N>[CH:1]1([NH:4][C:8](=[O:9])[CH2:7][C:5]#[N:6])[CH2:3][CH2:2]1

참가 물질

7

반응물 4

HCID 962WaterHCID 9740Cyanoacetic acidHCID 12734DiisopropylcarbodiimideHCID 69828Cyclopropylamine

생성물 1

HCID 21678842-cyano-N-cyclopropylacetamide수율 84.1%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
20 °C

실험 절차

Cyclopropylamine (5.0 grams, 88 mmole) was combined with 7.5 grams (g) (88 mmol) of cyanoacetic acid in 50 milliliters (ml) tetrahydrofuran (THF) and 50 ml CH3CN. Diisopropylcarbodiimide (20 g, 97 mmol) dissolved in 10 ml THF was added dropwise. The reaction mixture exothermed and a white precipitate formed. The mixture was stirred at 20° C. for 20 hours, 5 ml water was added and the reaction mixture was stirred another 5 minutes. The precipitate was filtered off and the filtrate evaporated giving a white solid which was then recrystallized to yield 9.2 g (74 mmol) of N-(cyclopropyl)-2-cyanoacetamide, a white solid (m.p. 104°-106° C.) (84% yield).

후처리

  1. additionwas added dropwise
  2. customa white precipitate formed
  3. stirringthe reaction mixture was stirred another 5 minutes
  4. filtrationThe precipitate was filtered off
  5. customthe filtrate evaporated
  6. customgiving a white solid which
  7. customwas then recrystallized

출처 및 근거

ORD 기록
ord-88e8655de7aa40379f5b7919c56a9195
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04586954

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