Bromine → 5,7-Difluorobenzo[d]thiazol-2-amine

HRID 30885

反応式

HRID 30885 の反応式
[F:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]([NH2:12])=[S:11])[CH:5]=[C:6]([F:8])[CH:7]=1.BrBr>ClCCCl>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]2[S:11][C:10]([NH2:12])=[N:9][C:4]=2[CH:3]=1

参加物

4

反応物 2

HCID 24408BromineHCID 2783293(3,5-Difluorophenyl)thiourea

生成物 1

HCID 150505645,7-Difluorobenzo[d]thiazol-2-amine収率 90.7%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒2 回

反応条件

温度
10 °C

実験手順

To a suspension of N-(3,5-difluorophenyl) thiourea (3.40 g, 18.07 mmol) in DCE (95 mL) was added a solution of bromine in DCE (5 mL) below 30° C. The mixture was heated at reflux for 2.5 h, then cooled to 10° C., and the precipitate formed was collected by filtration and washed with DCE. The solid was stirred with water (200 mL), basified by treatment with conc. ammonium hydroxide, filtered, and dried in a vacuum oven to afford 5,7-difluoro-1,3-benzothiazol-2-amine (3.05 g, 90%). ret. time 2.18; m/z 187.1 (MH+); 1H NMR (400 MHz, DMSO-d6) δ 6.92 (m, 1H), 7.00 (m, 2H), 7.92 (s, 2H).

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2.5 h
  3. customthe precipitate formed
  4. filtrationwas collected by filtration
  5. washwashed with DCE
  6. filtrationfiltered
  7. customdried in a vacuum oven

出典と根拠

ORDレコード
ord-e05c5f3294924d8ab7c23eb1f3297773
出典データセット
uspto-grants-2008_09
特許番号
US07423156B2

関連ノート

読み込み中…