Diethyl Sulfate → Pipemidic Acid

HRID 1658120ノート

反応式

HRID 1658120 の反応式
[N:1]1([C:7]2[N:8]=[CH:9][C:10]3[C:16](=[O:17])[C:15]([C:18]([OH:20])=[O:19])=[CH:14][NH:13][C:11]=3[N:12]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[Na+].[Na+].S(OCC)(O[CH2:31][CH3:32])(=O)=O>C(O)(=O)C>[N:1]1([C:7]2[N:8]=[CH:9][C:10]3[C:16](=[O:17])[C:15]([C:18]([OH:20])=[O:19])=[CH:14][N:13]([CH2:31][CH3:32])[C:11]=3[N:12]=2)[CH2:2][CH2:3][NH:4][CH2:5][CH2:6]1

参加物

5

反応物 3

HCID 6163Diethyl SulfateHCID 10340Sodium CarbonateHCID 12850756HCID 12850756、化合物

生成物 1

HCID 4831Pipemidic Acid

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a solution of 1.5 g of 5,8-dihydro-2-(1-piperazinyl)- 5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid in 60 ml of a 10% aqueous solution of sodium carbonate was added three 10 ml portions of diethyl sulfate. After completion of the reaction, the resulting mixture was neutralized with acetic acid. The precipitate was collected and recrystallized from dimethylformamide to give 0.8 g of 2-(1-piperazinyl)-5,8-dihydro-8-ethyl-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid (compound 1) m.p. 253° - 255°C. Concentration of the mother liquor to about a half volume gave another solid which was further recrystallized from the same solvent to give 0.6 g of 2-(4-ethyl-1-piperazinyl)-5,8-dihydro-8-ethyl-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic acid (compound 21), m.p. 228° - 230°C.

後処理

  1. customAfter completion of the reaction
  2. customThe precipitate was collected
  3. customrecrystallized from dimethylformamide

出典と根拠

ORDレコード
ord-af4840dc30cb449198e3957e51541302
出典データセット
uspto-grants-1976_06
特許番号
US03962443

反応ノート

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