Dichloromethane → 2-(2-Methoxy-4-nitrophenyl)benzothiazole

HRID 339495

反応式

HRID 339495 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[CH3:9][O:10][C:11]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:12]=1[C:13](O)=O.C(Cl)Cl>CCOCC>[CH3:9][O:10][C:11]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:12]=1[C:13]1[S:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=1

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 87132-AminothiophenolHCID 757764-Nitro-o-anisic acid

生成物 1

HCID 672372802-(2-Methoxy-4-nitrophenyl)benzothiazole収率 62%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
150 °C

実験手順

A thoroughly mixed paste of 2-aminobenzenethiol (0.63 g, 5.07 mmol) and 2-methoxy-4-nitrobenzoic acid (1.0 g, 5.07 mmol) in trimethylsilylpolyphosphate (5 ml) was stirred and heated at 150° C. under an atmosphere of argon for 1.5 h. On cooling to room temperature the reaction mixture was a solid mass to which was added DCM (35 ml) and Et2O (50 ml). The solid was broken up and collected by filtration, then recrystallised from AcOH and dried under high vacuum for 18 h to give the title compound (0.90 g, 62%) as a yellow solid.

後処理

  1. temperatureOn cooling to room temperature the reaction mixture
  2. filtrationcollected by filtration
  3. customrecrystallised from AcOH
  4. customdried under high vacuum for 18 h

出典と根拠

ORDレコード
ord-a24f807588bb43c18473164e23930830
出典データセット
uspto-grants-2014_11
特許番号
US08895313B2

関連ノート

読み込み中…