Hydrazine → 1H-Imidazo[4,5-d]pyridazine-4,7-diol

HRID 42228

반응식

HRID 42228 반응식
CO[C:3]([C:5]1[N:6]=[CH:7][NH:8][C:9]=1[C:10]([O:12]C)=O)=[O:4].[NH2:14][NH2:15]>CO>[NH:6]1[C:5]2[C:3](=[O:4])[NH:14][NH:15][C:10](=[O:12])[C:9]=2[N:8]=[CH:7]1

참가 물질

4

반응물 2

HCID 9321HydrazineHCID 768101H-Imidazole-4,5-dicarboxylic acid, 4,5-dimethyl ester

생성물 1

HCID 2229231H-Imidazo[4,5-d]pyridazine-4,7-diol수율 60%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
115 °C

실험 절차

1H-Imidazole-4,5-dicarboxylic acid dimethyl ester (592 mg, 3.21 mmol) is combined with hydrazine (600 mg, 18.8 mmol) and MeOH (10 mL). The reaction mixture is heated to 115° C. for 30 min. Cool and filter off the resulting precipitate. Wash with additional water. Combine the precipitate with hydrazine (1.38 mL) and reflux for 4 h. Pour the reaction mixture into ice water and adjust the to pH 2 with HCl (12 N). The new precipitate is isolated by filtration to afford the title product (293 mg, 60%)

후처리

  1. temperatureCool
  2. filtrationfilter off the resulting precipitate
  3. washWash with additional water
  4. temperaturereflux for 4 h
  5. additionPour the reaction mixture into ice water
  6. customThe new precipitate is isolated by filtration

출처 및 근거

ORD 기록
ord-6c20aee492c64863989a5efab42e3ca4
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536168B2

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