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

HRID 2203219노트

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HRID 2203219 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 748904626-bromo-5-chloro-1H-indazole수율 64%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b4940dc236604863af7af5a7ea80f67f
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365566B2

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