Sodium Hydroxide → HCID 12862390, compound

HRID 1577396Notes

Reaction equation

HRID 1577396 reaction equation
[CH2:1]([C:5]1[S:22][C:8]2[N:9]=[C:10]3[CH:17]=[CH:16][C:15]([C:18]([O:20]C)=[O:19])=[CH:14][N:11]3[C:12](=[O:13])[C:7]=2[CH:6]=1)[CH2:2][CH2:3][CH3:4].[OH-:23].[Na+]>C(O)C>[CH2:1]([C:5]1[S:22][C:8]([NH:9][C:10]2[N:11]=[CH:14][C:15]([C:18]([OH:20])=[O:19])=[CH:16][CH:17]=2)=[C:7]([C:12]([OH:23])=[O:13])[CH:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12862359HCID 12862359, compound

Product 1

HCID 12862390HCID 12862390, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-butyl-4-oxo-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carboxylic acid, methyl ester (Example 8), 0.94 g (0.00297 mol), 35 ml of 1 N sodium hydroxide and 25 ml of ethanol is refluxed for fifty-five minutes. The resulting solution is evaporated to dryness, and the residue is dissolved in hot water, filtered, cooled and acidified with glacial acetic acid. The precipitate is separated, washed with water and dried to give 0.7 g of 6-[(5-butyl-3-carboxy-2-thienyl)amino]-3-pyridinecarboxylic acid; mp 217° C. (dec) after recrystallization from glacial acetic acid.

Workup

  1. temperatureis refluxed for fifty-five minutes
  2. customThe resulting solution is evaporated to dryness
  3. dissolutionthe residue is dissolved in hot water
  4. filtrationfiltered
  5. temperaturecooled
  6. customThe precipitate is separated
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-84bd925c85294debadd2333f88ecee1d
Source dataset
uspto-grants-1981_09
Patent number
US04287340

Reaction notes

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