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

HRID 636059

반응식

HRID 636059 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(cyclohexanecarbo-nitrile) (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, 100w) 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-efff88441c2240e6ace91946073b19d2
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06191275B1

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