Sodium Hydroxide → 1-Amino-1,4-dihydro-7-methyl-4-oxo-1,8naphthyridine-3-carboxylic acid

HRID 462693노트

반응식

HRID 462693 반응식
[NH2:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:12])[N:10]=2)[C:5](=[O:13])[C:4]([C:14]([O:16]CC)=[O:15])=[CH:3]1.[OH-].[Na+]>O>[NH2:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH3:12])[N:10]=2)[C:5](=[O:13])[C:4]([C:14]([OH:16])=[O:15])=[CH:3]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 13457701Ethyl 1-amino-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate

생성물 1

HCID 134577021-Amino-1,4-dihydro-7-methyl-4-oxo-1,8naphthyridine-3-carboxylic acid수율 88%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 10.0 g (0.0405 m) of ethyl 1-amino-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate, 1.94 g (0.0486 m) of sodium hydroxide and 350 ml of water was heated on a steam bath for two hours. The resulting solution was filtered, cooled and neutralized with 3 ml of acetic acid while stirring. The solid product was collected by filtration, washed with water and recrystallized by dissolving it in 100 ml of boiling dimethylformamide and adding 100 ml of ether to the cooled solution. There was obtained 7.8 g of 1-amino-1,4-dihydro-7-methyl-4-oxo-1,8naphthyridine-3-carboxylic acid, colorless needles, m.p. 239°-240° C.

후처리

  1. temperaturewas heated on a steam bath for two hours
  2. filtrationThe resulting solution was filtered
  3. temperaturecooled
  4. filtrationThe solid product was collected by filtration
  5. washwashed with water
  6. customrecrystallized
  7. dissolutionby dissolving it in 100 ml of boiling dimethylformamide
  8. additionadding 100 ml of ether to the cooled solution

출처 및 근거

ORD 기록
ord-f17a047c05be434e964e15839c0edb8a
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04517191

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