Sodium Hydroxide → 1-methyl-1H-indazol-5-amine

HRID 563892

반응식

HRID 563892 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([N+:11]([O-])=O)=[CH:8][CH:9]=2)[CH:4]=[N:3]1.[OH-].[Na+]>Cl.[Fe]>[NH2:11][C:7]1[CH:6]=[C:5]2[C:10](=[CH:9][CH:8]=1)[N:2]([CH3:1])[N:3]=[CH:4]2

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 2802111-Methyl-5-nitro-1H-indazole

생성물 1

HCID 27680321-methyl-1H-indazol-5-amine

시약·촉매·용매 2

HCID 23925Iron촉매HCID 313Hydrochloric Acid용매

반응 조건

온도
72.5 °C

실험 절차

To a stirred solution of 1-methyl-5-nitroindazole (3.24 g, commercially available) in concentrated hydrochloric acid (75 ml) was added iron powder (3.53 g) in portions over 10 minutes, allowing the reaction temperature to gradually rise to 52° C. On complete addition, the reaction mixture was heated to 70-75° C. for 1 hour, cooled to ambient temperature and stored for 18 hours. The mixture was chilled by the addition of ice then taken to pH 9 with aqueous sodium hydroxide filtered and the filtrate and insoluble solids extracted with ethyl acetate (three times). The extracts were combined, washed with brine and dried over magnesium sulphate then evaporated under reduced pressure to give 5-amino-1-methylindazole as a pale brown solid.

후처리

  1. customto gradually rise to 52° C
  2. additionOn complete addition
  3. temperaturecooled to ambient temperature
  4. temperatureThe mixture was chilled by the addition of ice
  5. filtrationfiltered
  6. extractionthe filtrate and insoluble solids extracted with ethyl acetate (three times)
  7. washwashed with brine
  8. dry with materialdried over magnesium sulphate
  9. customthen evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-8663474a09f148e8bb84a98e1ae501dd
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067592B2

연결된 노트

불러오는 중…