Diethyl Ether → Methyl 3-amino-4-methylthiophene-2-carboxylate

HRID 231644

반응식

HRID 231644 반응식
[CH3:1][O:2][C:3]([CH:5]1[C:9](=O)[CH:8]([CH3:11])[CH2:7][S:6]1)=[O:4].Cl.[NH2:13]O.CCOCC>C(#N)C>[NH2:13][C:9]1[C:8]([CH3:11])=[CH:7][S:6][C:5]=1[C:3]([O:2][CH3:1])=[O:4]

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 443297Hydroxyamine hydrochlorideHCID 10487456Methyl tetrahydro-4-methyl-3-oxo-2-thiophenecarboxylate

생성물 1

HCID 123584Methyl 3-amino-4-methylthiophene-2-carboxylate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

2-Methoxycarbonyl-4-methyl-3-oxotetrahydrothiophene (l.74 g) was dissolved in acetonitrile (13 ml) and the resulting solution was brought to the boil. To this was added hydroxylamine hydrochloride (0.69 g) and the mixture was refluxed for 5 hours. The reaction mixture was cooled in ice and dry ether (50 ml) added whereby a sticky precipitate was produced which was filtered off with the aid of kieselguhr. The kieselguhr was slurried with water and filtered, and the filtrate was basified with ammonia and extracted with ether (2 ×). The combined extracts were dried over sodium sulphate, filtered and evaporated to give the title compound, 1.lg (64%) mp 82°-83°.

후처리

  1. temperaturethe mixture was refluxed for 5 hours
  2. temperatureThe reaction mixture was cooled in ice
  3. customwas produced which
  4. filtrationwas filtered off with the aid of kieselguhr
  5. filtrationfiltered
  6. extractionextracted with ether (2 ×)
  7. dry with materialThe combined extracts were dried over sodium sulphate
  8. filtrationfiltered
  9. customevaporated

출처 및 근거

ORD 기록
ord-f762d8d93bd8435790262ce47ec8b218
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04847386

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