Methanol → HCID 21545961, compound

HRID 1606102Notes

Reaction equation

HRID 1606102 reaction equation
[CH2:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[S:11][C:10]([C:15]([O:17]CC)=[O:16])=[CH:9][C:8]2=[O:20])[CH:2]=[CH2:3].C(=O)(O)[O-].[Na+].CO>O>[CH2:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[S:11][C:10]([C:15]([OH:17])=[O:16])=[CH:9][C:8]2=[O:20])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 887MethanolHCID 516892Sodium BicarbonateHCID 21545962HCID 21545962, compound

Product 1

HCID 21545961HCID 21545961, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3 parts of ethyl 6-allyloxy-1-thiachromone-2-carboxylate, 0.87 parts of sodium bicarbonate and 4 parts of methanol in 25 parts of water was heated under reflux for several minutes then the methanol was distilled. The aqueous solution was diluted with 25 parts of water, filtered and acidified with concentrated hydrochloric acid to give a precipitate which was filtered off, washed with water and dried to give 2.6 parts of 6-allyloxy-1-thiachromone-2-carboxylic acid, melting point, 200°-200.5°C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for several minutes
  3. distillationthe methanol was distilled
  4. additionThe aqueous solution was diluted with 25 parts of water
  5. filtrationfiltered
  6. customto give a precipitate which
  7. filtrationwas filtered off
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-0d3a8200289b46688f1a61c87046bde3
Source dataset
uspto-grants-1976_04
Patent number
US03952013

Reaction notes

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