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Water → N-(2-chloro-5-pyridylmethyl)-N-methyl-N'-(1-benzylthio-2-nitrovinyl)ethylenediamine

HRID 1382230
ノート
印刷プレビュー

反応式

HRID 1382230 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9][CH2:10][CH2:11][NH:12][C:13]([SH:18])=[CH:14][N+:15]([O-:17])=[O:16])=[CH:4][N:3]=1.[C:19](=O)([O-])[O-].[K+].[K+].[CH2:25](Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.O>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]([CH3:19])[CH2:10][CH2:11][NH:12][C:13]([S:18][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:14][N+:15]([O-:17])=[O:16])=[CH:4][N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 72727592HCID 72727592、化合物

生成物 1

HCID 86742750N-(2-chloro-5-pyridylmethyl)-N-methyl-N'-(1-benzylthio-2-nitrovinyl)ethylenediamine収率 15.7%

試薬・触媒・溶媒 1

HCID 6342
Acetonitrile
溶媒

実験手順

The compound synthesized in Example 2 (1.4 g) was dissolved in dry acetonitrile (30 ml), and potassium carbonate (1.4 g) was added. The mixture was stirred at room temperature for 30 minutes. Then, benzyl bromide (0.9 g) was added, and the mixture was heated at 50° C. for 2 hours with stirring. The reaction mixture was cooled to room temperature, and poured into water for neutralization. The aqueous layer was extracted with dichloromethane. The crude product was purified by silica gel column chromatography to give the desired N-(2-chloro-5-pyridylmethyl)-N-methyl-N'-(1-benzylthio-2-nitrovinyl)ethylenediamine (0.3 g) having a melting point of 119° to 123° C.

後処理

  1. temperaturethe mixture was heated at 50° C. for 2 hours
  2. stirringwith stirring
  3. temperatureThe reaction mixture was cooled to room temperature
  4. extractionThe aqueous layer was extracted with dichloromethane
  5. customThe crude product was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-2db12852ffe449e7b7f82fe3549b03ab
出典データセット
uspto-grants-1989_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04806553

反応ノート

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