Hydrochloric Acid → Methyl 4,5-diamino-2-hydroxybenzoate
반응식
[NH2:1][C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([OH:15])[CH:3]=1.Cl>CO.[Fe]>[NH2:1][C:2]1[C:11]([NH2:12])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([OH:15])[CH:3]=1참가 물질
5
실험 절차
To a solution of methyl 4-amino-2-hydroxy-5-nitrobenzoate (step 5 of intermediate-1) (0.500 g, 2.35 mmol) in methanol (15.0 mL), iron powder (0.646 g, 11.7 mmol) was added with conc. HCl (5 mL). The reaction mass was refluxed for 2 h. Methanol was removed under vacuum and then water was added. The reaction mass was basified with Na2CO3 and extracted with DCM. The organic layer was dried over anhydrous sodium sulphate and concentrated to afford 0.500 g of the desired product. 1HNMR (DMSO-d6): δ 3.76 (s, 3H), 4.29 (s, 2H), 5.64 (s, 2H), 6.01 (s, 1H), 6.89 (s, 1H), 10.28 (s, 1H).
후처리
- temperatureThe reaction mass was refluxed for 2 h
- customMethanol was removed under vacuum
- additionwater was added
- extractionextracted with DCM
- dry with materialThe organic layer was dried over anhydrous sodium sulphate
- concentrationconcentrated
출처 및 근거
- ORD 기록
- ord-e7c7790e437c46af943f80ef656c9e63
- 출처 데이터셋
- uspto-grants-2013_08
- 특허 번호
- US08519149B2
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