4-Bromoaniline → (4-Bromo-phenyl)-[4-chloro-6-(5-chloro-2-methyl-phenyl)-[1,3,5]triazin-2-YL]-amine

HRID 1435735

反応式

HRID 1435735 の反応式
Cl[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([C:9]2[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=2[CH3:16])[N:3]=1.[Br:17][C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=1.O1CCCC1.C(N(C(C)C)CC)(C)C>ClCCl>[Br:17][C:18]1[CH:24]=[CH:23][C:21]([NH:22][C:2]2[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([C:9]3[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=3[CH3:16])[N:3]=2)=[CH:20][CH:19]=1

参加物

6

反応物 4

HCID 78074-BromoanilineHCID 8028TetrahydrofuranHCID 81531DiisopropylethylamineHCID 858270322,4-Dichloro-6-(5-chloro-2-methyl-phenyl)-[1,3,5]triazine

生成物 1

HCID 10179730(4-Bromo-phenyl)-[4-chloro-6-(5-chloro-2-methyl-phenyl)-[1,3,5]triazin-2-YL]-amine収率 86%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 2,4-dichloro-6-(5-chloro-2-methyl-phenyl)-[1,3,5]triazine (2.5 g, 9.1 mmol), 4-bromoaniline (1.6 g, 9.3 mmol), tetrahydrofuran (60 ml), and diisopropylethylamine (1.6 ml, 9.2 mmol) was stirred for 1 hour. The solution was treated with dichloromethane (200 ml), washed with saturated aqueous sodium chloride solution (50 ml), and concentrated under reduced pressure. The residual solid was treated with hydrochloric acid (1 M, 25 ml) and stirred vigorously for 30 minutes. Filtration and drying under reduced pressure provided the title compound (3.2 g, 86% yield). 1H NMR (DMSO-d6) 10.75-10.80 (m, 1H), 7.85-7.92 (m, 1H), 7.50-7.65 (m, 4H), 7.40 (m, 1H), 2.58 (s, 3H).

後処理

  1. washwashed with saturated aqueous sodium chloride solution (50 ml)
  2. concentrationconcentrated under reduced pressure
  3. additionThe residual solid was treated with hydrochloric acid (1 M, 25 ml)
  4. stirringstirred vigorously for 30 minutes
  5. filtrationFiltration
  6. customdrying under reduced pressure

出典と根拠

ORDレコード
ord-478b19e2f94f4a4bb0324881034c6054
出典データセット
uspto-grants-2009_11
特許番号
US07618968B2

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