Thiophosgene → 2-(3-Chlorophenyl)-2-(4-nitrophenyl)ethyl Isothiocyanate

HRID 1644553ノート

反応式

HRID 1644553 の反応式
[C:1](Cl)(Cl)=[S:2].C(=O)(O)[O-].[Na+].[Cl:10][C:11]1[CH:12]=[C:13]([CH:17]([C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=2)[CH2:18][NH2:19])[CH:14]=[CH:15][CH:16]=1>C(Cl)Cl>[Cl:10][C:11]1[CH:12]=[C:13]([CH:17]([C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=2)[CH2:18][N:19]=[C:1]=[S:2])[CH:14]=[CH:15][CH:16]=1

参加物

5

反応物 3

HCID 10040ThiophosgeneHCID 516892Sodium BicarbonateHCID 667727032-(3-Chlorophenyl)-2-(4-nitrophenyl)ethylamine

生成物 1

HCID 866301242-(3-Chlorophenyl)-2-(4-nitrophenyl)ethyl Isothiocyanate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 1.192 mmol of thiophosgene in 5 ml of methylene chloride was added to an aqueous solution of 2.71 mmol of sodium bicarbonate. Then, over the course of 15 minutes, a mixture of 1.084 mmol of 2-(3-chlorophenyl)-2-(4-nitrophenyl)ethylamine was added dropwise to this mixture. After removal of the organic phase and extraction of the aqueous phase once again with dichloromethane, the combined organic phases were washed with water and the solvent was removed by distillation under reduced pressure in a Rotavapor. The reddish oily 2-(3-chlorophenyl)-2-(4-nitrophenyl)ethyl isothiocyanate was stored in a closed vessel with exclusion of moisture in a refrigerator until processed further.

後処理

  1. additionwas added dropwise to this mixture
  2. customAfter removal of the organic phase and extraction of the aqueous phase once again with dichloromethane
  3. washthe combined organic phases were washed with water
  4. customthe solvent was removed by distillation under reduced pressure in a Rotavapor
  5. customThe reddish oily 2-(3-chlorophenyl)-2-(4-nitrophenyl)ethyl isothiocyanate was stored in a closed vessel with exclusion of moisture in a refrigerator

出典と根拠

ORDレコード
ord-00c1e1a7121b4585bedef6939e104ae3
出典データセット
uspto-grants-2012_02
特許番号
US08124621B2

反応ノート

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