2-Bromo-4-chloro-6-methylbenzenamine → 7-Bromo-5-chloro-1H-indazole

HRID 855240

反応式

HRID 855240 の反応式
[Br:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:5]([CH3:10])[C:3]=1[NH2:4].[N:11]([O-])=O.[Na+]>C(O)(=O)C.O>[Br:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[C:5]2[C:3]=1[NH:4][N:11]=[CH:10]2

参加物

5

反応物 2

HCID 205437542-Bromo-4-chloro-6-methylbenzenamineHCID 23668193Sodium Nitrite

生成物 1

HCID 269676217-Bromo-5-chloro-1H-indazole収率 88.1%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

2.20 g (10 mmol) of 2-bromo-4-chloro-6-methyl aniline were dissolved in 125 ml acetic acid. 0.69 g (10 mmol) of sodium nitrite dissolved in 2 ml water were added dropwise. The reaction mixture was stirred at rt for 4 h. Acetic acid was evaporated and the residue dissolved in EtOAc. The organic layer was washed with water, dried over sodium sulfate, filtered and the solvent was evaporated. The residue was several times evaporated with heptane to yield 2.04 g (88%) of 7-bromo-5-chloro-1H-indazol as a light brown solid. 1H NMR (DMSO-d6, 300 MHz): δ 8.23 (s, 1H), 7.91 (s, 1H), 7.67 (s, 1H).

後処理

  1. additionwere added dropwise
  2. customAcetic acid was evaporated
  3. dissolutionthe residue dissolved in EtOAc
  4. washThe organic layer was washed with water
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvent was evaporated
  8. customevaporated with heptane

出典と根拠

ORDレコード
ord-f841688c9249413cbd278adfafd336de
出典データセット
uspto-grants-2007_08
特許番号
US07259183B2

関連ノート

読み込み中…