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

HRID 1614291ノート

反応式

HRID 1614291 の反応式
[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

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒3 回

実験手順

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°.

後処理

  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°

出典と根拠

ORDレコード
ord-0d5bd5d1023e4f87a5de63cb94568458
出典データセット
uspto-grants-1993_03
特許番号
US05196534

反応ノート

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