Water → 2-cyano-N-cyclopropylacetamide

HRID 279731ノート

反応式

HRID 279731 の反応式
[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

参加物

7

反応物 4

HCID 962WaterHCID 9740Cyanoacetic acidHCID 12734DiisopropylcarbodiimideHCID 69828Cyclopropylamine

生成物 1

HCID 21678842-cyano-N-cyclopropylacetamide収率 84.1%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
20 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-88e8655de7aa40379f5b7919c56a9195
出典データセット
uspto-grants-1986_05
特許番号
US04586954

反応ノート

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