Ethanol → HCID 23336681, compound

HRID 1606100Notes

Reaction equation

HRID 1606100 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[S:8][C:7]([C:12]([OH:14])=[O:13])=[CH:6][C:5]2=[O:15].S(=O)(=O)(O)O.[CH2:21](O)[CH3:22]>>[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[S:8][C:7]([C:12]([O:14][CH2:21][CH3:22])=[O:13])=[CH:6][C:5]2=[O:15]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 21546000HCID 21546000, compound

Product 1

HCID 23336681HCID 23336681, compound

Procedure

A solution of 10.6 parts of 6-hydroxy-1-thiachromone-2-carboxylic acid and 9 parts of concentrated sulphuric acid in 750 parts of ethanol was heated under reflux for 20 hours. Most of the ethanol was evaporated off and the residual solution was diluted with 500 parts of water, which caused precipitation of a solid. The solid was filtered off, washed with dilute sodium bicarbonate solution and with water and was finally crystallised from ethanol to give 9.4 parts of ethyl 6-hydroxy-1-thiachromone-2-carboxylate, melting point 217°-8°C.

Workup

  1. temperatureunder reflux for 20 hours
  2. customMost of the ethanol was evaporated off
  3. additionthe residual solution was diluted with 500 parts of water, which
  4. customprecipitation of a solid
  5. filtrationThe solid was filtered off
  6. washwashed with dilute sodium bicarbonate solution and with water
  7. customwas finally crystallised from ethanol

Sources & evidence

ORD record
ord-49933d01ba56480ab956733cffab9ee8
Source dataset
uspto-grants-1976_04
Patent number
US03952013

Reaction notes

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