Chloride → Ethyl (chlorosulfenyl)(1-methylethyl)carbamate

HRID 2396079ノート

反応式

HRID 2396079 の反応式
[CH3:1][CH:2]([NH:4][C:5](=[O:9])[O:6][CH2:7][CH3:8])[CH3:3].[Cl-].[S:11](Cl)[Cl:12]>N1C=CC=CC=1>[Cl:12][S:11][N:4]([CH:2]([CH3:3])[CH3:1])[C:5](=[O:9])[O:6][CH2:7][CH3:8]

参加物

5

反応物 3

HCID 312ChlorideHCID 17433Ethyl isopropylcarbamateHCID 25353Sulfur dichloride

生成物 1

HCID 20139494Ethyl (chlorosulfenyl)(1-methylethyl)carbamate収率 63.2%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of ethyl (1-methylethyl)carbamate (13.1 g, 0.1 mol) in 100 mlmethylene chloride cooled to 0° C. was added sulfur dichloride (11.3g, 0.11 mol) in one portion. While maintaining the temperature of the mixture at 0° C., pyridine (8.7 g, 0.11 mol) was added dropwise over eleven minutes. After complete addition of the pyridine the temperature was allowed to rise to room temperature and stirring was continued for additional 1.5 hours. The mixture was let stand overnight. Methylene chloride was evaporated under vacuum and 100 ml hexane was added. Filteration of the pyridine hydrochloride and evaporation of hexaneresulted in an orange oil which was distilled in a Kugelrohr apparatus to give 12.5 g of the title compound Bp: 64°-80° (bath temperature) at 1.4 mm Hg.

後処理

  1. customto rise to room temperature
  2. waitThe mixture was let stand overnight
  3. customMethylene chloride was evaporated under vacuum and 100 ml hexane
  4. additionwas added
  5. customFilteration of the pyridine hydrochloride and evaporation
  6. distillationwas distilled in a Kugelrohr apparatus

出典と根拠

ORDレコード
ord-e8f9e27215db4393b9936f94e2f452b6
出典データセット
uspto-grants-1996_02
特許番号
US05491162

反応ノート

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