Ammonium Acetate → 3-Aminomethylene-6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydro-1-quinoline carboxylic acid, benzyl ester

HRID 328815노트

반응식

HRID 328815 반응식
O[CH:2]=[C:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][C:8]([O:16][CH3:17])=[C:9]([O:14][CH3:15])[CH:10]=2)[N:5]([C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:19])[CH:4]1[CH3:28].C([O-])(=O)C.[NH4+:33]>C(O)C>[NH2:33][CH:2]=[C:3]1[C:12](=[O:13])[C:11]2[C:6](=[CH:7][C:8]([O:16][CH3:17])=[C:9]([O:14][CH3:15])[CH:10]=2)[N:5]([C:18]([O:20][CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)=[O:19])[CH:4]1[CH3:28]

참가 물질

4

반응물 2

HCID 517165Ammonium AcetateHCID 867338553-Hydroxymethylene-6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydro-1-quinoline carboxylic acid, benzyl ester

생성물 1

HCID 867339003-Aminomethylene-6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydro-1-quinoline carboxylic acid, benzyl ester

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 5.0 g. of 3-hydroxymethylene-6,7-dimethoxy-2-methyl-4-oxo-1,2,3,4-tetrahydro-1-quinoline carboxylic acid, benzyl ester and 5.0 g. of ammonium acetate in 200 ml. of ethanol is heated to reflux for 35 min. The reaction is concentrated to dryness and the residue taken up in 200 ml. of chloroform. The chloroform solution is then washed successively with water (1 × 100 ml.), 1N aqueous sodium hdyroxide (2 × 100 ml.) and brine (1 × 100 ml.), dried over magnesium sulfate and concentrated to dryness. The residual oil is crystallized from ethyl acetate, 3.34 g., m.p. 143°-149.5° C. and 1.3 g. recrystallized from the same solvent, 660 mg., m.p. 144°-146.5° C.

후처리

  1. additionA mixture of 5.0 g
  2. temperatureto reflux for 35 min
  3. concentrationThe reaction is concentrated to dryness
  4. washThe chloroform solution is then washed successively with water (1 × 100 ml.), 1N aqueous sodium hdyroxide (2 × 100 ml.) and brine (1 × 100 ml.)
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated to dryness
  7. customThe residual oil is crystallized from ethyl acetate, 3.34 g
  8. customrecrystallized from the same solvent, 660 mg

출처 및 근거

ORD 기록
ord-8e756caaa9e94ca2986b7b87856c1c96
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04018758

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