Water → 5-(3-Carboxypiperazin-1-yl)-4-chloro-2-nitroaniline

HRID 1064359

反応式

HRID 1064359 の反応式
[Cl:1][C:2]1[C:8](Cl)=[CH:7][C:5]([NH2:6])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1.[NH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH:14]1[C:19]([OH:21])=[O:20].C(=O)([O-])[O-].[Na+].[Na+].O>C1(O)CCCCC1>[C:19]([CH:14]1[NH:13][CH2:18][CH2:17][N:16]([C:8]2[C:2]([Cl:1])=[CH:3][C:4]([N+:10]([O-:12])=[O:11])=[C:5]([CH:7]=2)[NH2:6])[CH2:15]1)([OH:21])=[O:20]

参加物

6

反応物 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 811494,5-Dichloro-2-nitroanilineHCID 2723758Piperazine-2-carboxylic acid

生成物 1

HCID 222729645-(3-Carboxypiperazin-1-yl)-4-chloro-2-nitroaniline収率 72.1%

試薬・触媒・溶媒 1

HCID 7966Cyclohexanol溶媒

反応条件

温度
150 °C

実験手順

To a solution of 2.10 g of 4,5-dichloro-2-nitroaniline and 2.20 g of 2-piperazinecarboxylic acid in 20 ml of cyclohexanol, 4.80 g of sodium carbonate was added, followed by 14 hours' stirring at 150° C. After cooling the reaction liquid to room temperature, water was added and the system was washed with chloroform. The aqueous layer was purified with an ion-exchange resin (Diaion HP-20, Mitsubishi Kasei, eluent: methanol). Upon condensing the fraction containing the object product under reduced pressure, 2.20 g of the title compound was obtained.

後処理

  1. temperatureAfter cooling
  2. customthe reaction liquid to room temperature
  3. washthe system was washed with chloroform
  4. customThe aqueous layer was purified with an ion-exchange resin (Diaion HP-20, Mitsubishi Kasei, eluent: methanol)
  5. customUpon condensing the fraction
  6. additioncontaining the object product under reduced pressure

出典と根拠

ORDレコード
ord-5da0a42d4ec442708176b763c252be1f
出典データセット
uspto-grants-2005_11
特許番号
US06969712B2

関連ノート

読み込み中…