N-bromobutanimide → 5-Amino-4-bromo-6-fluoro-3-methyl-1,2-benzisothiazole

HRID 428407노트

반응식

HRID 428407 반응식
[NH2:1][C:2]1[C:3]([F:12])=[CH:4][C:5]2[S:9][N:8]=[C:7]([CH3:10])[C:6]=2[CH:11]=1.[Br:13]N1C(=O)CCC1=O>ClCCCl.N(C1(C#N)CCCCC1)=NC1(C#N)CCCCC1>[NH2:1][C:2]1[C:3]([F:12])=[CH:4][C:5]2[S:9][N:8]=[C:7]([CH3:10])[C:6]=2[C:11]=1[Br:13]

참가 물질

5

반응물 2

HCID 67184N-bromobutanimide2회HCID 120568325-Amino-6-fluoro-3-methyl-1,2-benzisothiazole

생성물 1

HCID 183144995-Amino-4-bromo-6-fluoro-3-methyl-1,2-benzisothiazole수율 101.3%

시약·촉매·용매 2

HCID 749781,1'-Azobis(cyclohexanecarbonitrile)촉매HCID 111,2-Dichloroethane용매

반응 조건

온도
70 °C

실험 절차

To a solution of 5-amino-6-fluoro-3-methyl-1,2-benzisothiazole (0.600 g, 0.00329 mol) in 1,2-dichloroethane is added N-bromosuccinimide (0.586 g, 0.00329 mol) followed by 1,1′-azobis(cyclohexanecarbonitrile) (0.0200 g). The mixture is stirred two hours at 70° C., additional N-bromosuccinimide (0.240 g, 0.00135 mol) is added, and the mixture is stirred 40 minutes at 70° C. The mixture is then cooled to room temperature, filtered and concentrated in vacuo to obtain a residue. The residue is chromatographed on silica gel to give the title compound (0.870 g, 100%) which is identified by NMR spectral analysis.

후처리

  1. stirringthe mixture is stirred 40 minutes at 70° C
  2. temperatureThe mixture is then cooled to room temperature
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customto obtain a residue
  6. customThe residue is chromatographed on silica gel

출처 및 근거

ORD 기록
ord-19f30701f31e4b3798f328342393274a
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313295B1

반응 노트

불러오는 중…