Acetic Anhydride → 1-Acetyl-5-iodo-6-methylindazole

HRID 13068

反応式

HRID 13068 の反応式
C(O[C:5](=[O:7])[CH3:6])(=O)C.[CH3:8][C:9]1[CH:15]=[C:14]([I:16])[C:13]([CH3:17])=[CH:12][C:10]=1[NH2:11].C([O-])(=O)C.[K+].C(O[N:29]=O)CC(C)C>C1C=CC=CC=1>[C:5]([N:11]1[C:10]2[C:9](=[CH:15][C:14]([I:16])=[C:13]([CH3:17])[CH:12]=2)[CH:8]=[N:29]1)(=[O:7])[CH3:6]

参加物

6

反応物 4

HCID 7918Acetic AnhydrideHCID 8053Isoamyl NitriteHCID 517044Potassium AcetateHCID 4770984(4-Iodo-2,5-Dimethylphenyl)Amine

生成物 1

HCID 593397351-Acetyl-5-iodo-6-methylindazole収率 21%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

反応条件

温度
80 °C

実験手順

Acetic acid anhydride (6.9 mL, 72 mmol) was added to a slurry of 2,5-dimethyl-4-iodoaniline (6.0 g, 24 mmol) and potassium acetate (2.4 g, 24 mmol) in benzene (50 mL). The mixture was heated to 80° C. and isopentylnitrit (4.8 mL, 36 mmol) was added during 20 min. The mixture was stirred at 80° C. overnight, then cooled and filtered. The filtrate was evaporated and purified by column chromatography (SiO2, dichloromethane). Product containing fractions were pooled and concentrated. The subtitle compound (1.5 g, 21%) was obtained as crystals from ethyl acetate.

後処理

  1. temperaturecooled
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. custompurified by column chromatography (SiO2, dichloromethane)
  5. additionProduct containing fractions
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-15ee512a6807457dac01a4e09db860ab
出典データセット
uspto-grants-2010_06
特許番号
US07728030B2

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