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

HRID 30885

반응식

HRID 30885 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매2회

반응 조건

온도
10 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e05c5f3294924d8ab7c23eb1f3297773
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423156B2

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