Ethanol → HCID 23336681, compound

HRID 903575Notes

Reaction equation

HRID 903575 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[S:10][C:9]([C:11]([OH:13])=[O:12])=[CH:8][C:7](=[O:14])[C:6]=2[CH:15]=1.[CH2:16](O)[CH3:17]>S(=O)(=O)(O)O>[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[S:10][C:9]([C:11]([O:13][CH2:16][CH3:17])=[O:12])=[CH:8][C:7](=[O:14])[C:6]=2[CH:15]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 21546000HCID 21546000, compound

Product 1

HCID 23336681HCID 23336681, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

6-Hydroxy-4-oxo-4H-1-benzothiopyran-2-carboxylic acid (20 g) was heated in ethanol (500 ml) at reflux overnight with a few drops of concentrated sulphuric acid as catalyst. The solution was evaporated to small volume and flooded with water. The resulting solid was filtered off, washed with saturated sodium bicarbonate solution, water and dried. The product was recrystallised from ethanol as a yellow solid (13.7 g) 61%. m.p. 216°-217°.

Workup

  1. customThe solution was evaporated to small volume
  2. filtrationThe resulting solid was filtered off
  3. washwashed with saturated sodium bicarbonate solution, water
  4. customdried
  5. customThe product was recrystallised from ethanol as a yellow solid (13.7 g) 61%

Sources & evidence

ORD record
ord-5c2a5796551f4634b170f9375a565ecb
Source dataset
uspto-grants-1980_10
Patent number
US04228173

Reaction notes

Loading…