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

HRID 636059

反応式

HRID 636059 の反応式
[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]

参加物

5

反応物 2

HCID 67184N-bromobutanimide2 回HCID 120568325-Amino-6-fluoro-3-methyl-1,2-benzisothiazole

生成物 1

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

試薬・触媒・溶媒 2

HCID 749781,1'-Azobis(cyclohexanecarbonitrile)触媒HCID 111,2-Dichloroethane溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-efff88441c2240e6ace91946073b19d2
出典データセット
uspto-grants-2001_02
特許番号
US06191275B1

関連ノート

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