2-(4-Chlorophenyl)ethylamine → HCID 2780157、化合物

HRID 879982ノート

反応式

HRID 879982 の反応式
[N+:1]([C:4]1[C:12]2[S:11][C:10]([C:13]([O:15]CC)=O)=[N+:9]([O-:18])[C:8]=2[CH:7]=[C:6]([C:19]([F:22])([F:21])[F:20])[CH:5]=1)([O-:3])=[O:2].[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][NH2:32])=[CH:26][CH:25]=1>CO>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][NH:32][C:13]([C:10]2[S:11][C:12]3[C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]([C:19]([F:21])([F:22])[F:20])=[CH:7][C:8]=3[N+:9]=2[O-:18])=[O:15])=[CH:26][CH:25]=1

参加物

4

反応物 2

HCID 674302-(4-Chlorophenyl)ethylamineHCID 2779933HCID 2779933、化合物

生成物 1

HCID 2780157HCID 2780157、化合物収率 60.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
25 °C

実験手順

A suspension of 0.3 g (0.89 mmol) of ethyl 7-nitro-5-(trifluoromethyl)-1,3-benzothiazole-2-carboxylate-3-oxide (the synthesis of which is described in Wagner et al., Chem. Ber., 1973, 106, 640-654 compound 4e and Bayer patent DE 2013434, example 7), in 9 ml of methanol is heated with stirring until solubilization, and then cooled to 25° C. 0.157 g (1.01 mmol) of 2-(4-chlorophenyl)ethanamine is added slowly to the solution obtained. The homogeneous reaction mixture is stirred at AT overnight. It is then concentrated under reduced pressure and the residue obtained is purified by silica column chromatography (solvent: cyclohexane/-dichloromethane from 60/40 to 0/100). 0.240 g of expected compound is obtained.

後処理

  1. customthe synthesis of which
  2. temperatureis heated
  3. customobtained
  4. stirringThe homogeneous reaction mixture is stirred at AT overnight
  5. concentrationIt is then concentrated under reduced pressure
  6. customthe residue obtained
  7. customis purified by silica column chromatography (solvent: cyclohexane/-dichloromethane from 60/40 to 0/100)

出典と根拠

ORDレコード
ord-d91438bf270b45ae977323b3726d608e
出典データセット
uspto-grants-2015_03
特許番号
US08993561B2

反応ノート

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