Sodium Hydroxide → HCID 12561502, compound

HRID 1447732Notes

Reaction equation

HRID 1447732 reaction equation
C[O:2][C:3]([C:5]1[O:10][C:9]2[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[S:13][CH2:14][C:8]=2[C:7](=[O:19])[C:6]=1[CH3:20])=[O:4].[OH-].[Na+]>CO>[CH3:20][C:6]1[C:7](=[O:19])[C:8]2[CH2:14][S:13][C:12]3[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=3[C:9]=2[O:10][C:5]=1[C:3]([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12561500HCID 12561500, compound

Product 1

HCID 12561502HCID 12561502, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3-methyl-4-oxo-4H,5H-[1]benzothiopyrano[4,3-b]pyran-2-carboxylic acid methyl ester (1.60 g, 5.56 mmoles, described in Example 7) in a solution of sodium hydroxide (0.5 g) in methanol (50 ml) is refluxed for 2 hr and evaporated. The residue is dissolved in water, and the solution is washed with diethyl ether and added with stirring to 3N hydrochloric acid (25 ml). The fine precipitate is collected, washed with very dilute hydrochloric acid, small amount of water and then dried (1.506 g), mp 299°-301° C. The precipitate is crystallized from dimethyl sulfoxide-water to obtain crystals of the title compound, mp 302°-303° C.

Workup

  1. temperatureis refluxed for 2 hr
  2. customevaporated
  3. dissolutionThe residue is dissolved in water
  4. washthe solution is washed with diethyl ether
  5. additionadded
  6. customThe fine precipitate is collected
  7. washwashed with very dilute hydrochloric acid, small amount of water
  8. customdried (1.506 g), mp 299°-301° C
  9. customThe precipitate is crystallized from dimethyl sulfoxide-water

Sources & evidence

ORD record
ord-2fc8c92e3a0940f0ad97236d5644803a
Source dataset
uspto-grants-1979_12
Patent number
US04177284

Reaction notes

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