Sodium Nitrite → 6-bromo-5-chloro-1H-indazole

HRID 2203219ノート

反応式

HRID 2203219 の反応式
[Br:1][C:2]1[C:3]([Cl:10])=[CH:4][C:5]([CH3:9])=[C:6]([CH:8]=1)[NH2:7].[N:11]([O-])=O.[Na+]>C(O)(=O)C.O>[Br:1][C:2]1[CH:8]=[C:6]2[C:5]([CH:9]=[N:11][NH:7]2)=[CH:4][C:3]=1[Cl:10]

参加物

5

反応物 2

HCID 23668193Sodium NitriteHCID 467382955-Bromo-4-chloro-2-methylaniline

生成物 1

HCID 748904626-bromo-5-chloro-1H-indazole収率 64%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

To 5-bromo-4-chloro-2-methylaniline (1 g, 4.54 mmol) in acetic acid (10 mL) was added a solution of sodium nitrite (0.329 g, 4.76 mmol) in water (1 mL). The mixture was heated at reflux for 2 hours and was subsequently cooled and concentrated. The residue was partitioned in water and extracted with EtOAc. The combined organic layers were washed with brine, dried over magnesium sulfate, and concentrated to give the title compound as a red-brown solid (0.67 g, 64%). ESI-MS m/z [M+H]+ 232.2.

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2 hours
  3. temperaturewas subsequently cooled
  4. concentrationconcentrated
  5. customThe residue was partitioned in water
  6. extractionextracted with EtOAc
  7. washThe combined organic layers were washed with brine
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-b4940dc236604863af7af5a7ea80f67f
出典データセット
uspto-grants-2016_06
特許番号
US09365566B2

反応ノート

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