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

HRID 563892

反応式

HRID 563892 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 313Hydrochloric Acid溶媒

反応条件

温度
72.5 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8663474a09f148e8bb84a98e1ae501dd
出典データセット
uspto-grants-2011_11
特許番号
US08067592B2

関連ノート

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