Nipecotic Acid → 4-(2-Methyl-2-phenylhydrazinyl)-5,6-dihydropyridin-2(1H)-one

HRID 1614291노트

반응식

HRID 1614291 반응식
[NH:1]1[CH2:6][CH2:5][CH2:4][CH:3](C(O)=O)[CH2:2]1.S(O)(O)(=O)=O.[CH3:15][N:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[NH2:17].[OH-:24].[Na+]>O.Cl>[CH3:15][N:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[NH:17][C:4]1[CH2:3][CH2:2][NH:1][C:6](=[O:24])[CH:5]=1

참가 물질

6

반응물 3

HCID 4498Nipecotic AcidHCID 14798Sodium HydroxideHCID 438107261-Methyl-1-phenylhydrazine sulfate

생성물 1

HCID 108569264-(2-Methyl-2-phenylhydrazinyl)-5,6-dihydropyridin-2(1H)-one

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 962Water용매3회

실험 절차

A mixture of 3-piperidinecarboxylic acid, 2,4-dioxo-, methyl ester (10.0 g) in industrial methylated spirits and water (1:1) (50 ml) and 5M aqueous hydrochloric acid (0.4 ml) was heated at 50°-55° for 30 min, and then heated at reflux for 1.5 h. The resulting mixture was cooled to room temperature and treated with 1-methyl-1-phenylhydrazine sulphate (2:1) (9.9 g) and 5M aqueous sodium hydroxide (11.6 ml). Water (5.5 ml) was added, and more water (33 ml) was added slowly over 45 min. The resultant solid was filtered off, washed with water (3×8 ml) and dried in vacuo at 43° to give the title compound (10.7 g), m.p. 180°-181°.

후처리

  1. temperaturewas heated at 50°-55° for 30 min
  2. temperatureheated
  3. temperatureat reflux for 1.5 h
  4. filtrationThe resultant solid was filtered off
  5. washwashed with water (3×8 ml)
  6. customdried in vacuo at 43°

출처 및 근거

ORD 기록
ord-0d5bd5d1023e4f87a5de63cb94568458
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05196534

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