Ammonia → HCID 68142773、化合物

HRID 918231

反応式

HRID 918231 の反応式
[Na].N.[C:3](#[N:5])[CH3:4].[C:6]([C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=1)#[N:7]>C(OCC)C>[NH2:7][C:6]([C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=1)=[CH:4][C:3]#[N:5]

参加物

6

反応物 4

HCID 222Ammonia2 回HCID 6342Acetonitrile2 回HCID 119442-NaphthalenecarbonitrileHCID 5360545Sodium

生成物 1

HCID 68142773HCID 68142773、化合物収率 22.2%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To a solution of 2.0 grams (0.087 mole) of sodium in 125 milliliters of liquid ammonia was added a solution of 3.67 grams (0.089 mole) of acetonitrile in 10 milliliters of diethyl ether over a period of about five minutes. The reaction mixture was then cooled in a dry ice-acetone bath and a solution of 10.0 grams (0.065 mole) of 2-cyanonaphthalene in a minimum of dry diethyl ether was rapidly added within about five minutes after completion of the acetonitrile addition. The reaction mixture was stirred for about one and one-half hours and the ammonia was then allowed to evaporate. Water was cautiously added to the reaction mixture under nitrogen and the resulting mixture was extracted with diethyl ether. The ether was separated and the residue recrystallized from a mixture of chloroform and hexane. There was obtained 2.8 grams (22% of theoretical) of β-amino-β-(2-naphthyl)acrylonitrile, melting point 85°-90°C. Analysis: -- Calculated for C13H10N2 (percent): C, 80.39; H, 5.19; N, 14.42. Found (percent): C, 80.08; H, 4.99; N, 14.06.

後処理

  1. temperatureThe reaction mixture was then cooled in a dry ice-acetone bath
  2. customto evaporate
  3. additionWater was cautiously added to the reaction mixture under nitrogen
  4. extractionthe resulting mixture was extracted with diethyl ether
  5. customThe ether was separated
  6. customthe residue recrystallized from a mixture of chloroform and hexane

出典と根拠

ORDレコード
ord-afe1ff5f551f458494fbceedb140abd7
出典データセット
uspto-grants-1976_07
特許番号
US03970622

関連ノート

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