Malononitrile → HCID 54446985、化合物

HRID 616497ノート

反応式

HRID 616497 の反応式
C(N(CC)CC)C.[C:8](#[N:12])[CH2:9][C:10]#[N:11].[Cl-].Cl[C:15]([Cl:21])=[N+:16]([CH2:19][CH3:20])[CH2:17][CH3:18]>ClC1C=CC=CC=1>[Cl:21][C:15]([N:16]([CH2:17][CH3:18])[CH2:19][CH3:20])=[C:9]([C:8]#[N:12])[C:10]#[N:11]

参加物

5

反応物 3

HCID 8010MalononitrileHCID 8471TriethylamineHCID 12331502Dichloro-N,N-diethylmethaniminium chloride

生成物 1

HCID 54446985HCID 54446985、化合物収率 33.7%

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒2 回

実験手順

A solution of 12.1 g of triethylamine, 4.0 g of malononitrile, and 20 ml of chlorobenzene was added to a slurry of 11.4 g of N-(dichloromethylene)-N,N-diethylammonium chloride and 50 ml of chlorobenzene, at ambient temperature. The reaction temperature was kept below 50° by controlling the rate of addition (time required for complete addition, 30 minutes). After addition, the reaction mixture was stirred for four hours while it returned to ambient temperature. The reaction mixture was filtered and the filtrate concentrated on the rotary evaporator to give a brownish-red liquid. Vacuum distillation gave 3.7 g of liquid 3-chloro-2-cyano-3-(diethylamino)propenenitrile; b.p. 127°-131°/0.05 mm Hg. The ir and nmr spectra were consistent with the assigned structure.

後処理

  1. customwas kept below 50°
  2. additionthe rate of addition (time required for complete addition, 30 minutes)
  3. additionAfter addition
  4. customreturned to ambient temperature
  5. filtrationThe reaction mixture was filtered
  6. concentrationthe filtrate concentrated on the rotary evaporator
  7. customto give a brownish-red liquid
  8. distillationVacuum distillation

出典と根拠

ORDレコード
ord-f5cc1e970d8f47a9b4e12466066e45f1
出典データセット
uspto-grants-1978_02
特許番号
US04075001

反応ノート

読み込み中…