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

HRID 13068

반응식

HRID 13068 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 593397351-Acetyl-5-iodo-6-methylindazole수율 21%

시약·촉매·용매 1

HCID 241Benzene용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-15ee512a6807457dac01a4e09db860ab
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728030B2

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