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

HRID 277397

反応式

HRID 277397 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(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.

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-894b156accfa418d876b9b1b05179d1c
出典データセット
uspto-grants-2002_03
特許番号
US06355796B1

関連ノート

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