Sodium Hydroxide → HCID 12561502, compound

HRID 1449298Notes

Reaction equation

HRID 1449298 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 3 N 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-06477db8e27e4198b62ad496ad5571d9
Source dataset
uspto-grants-1980_02
Patent number
US04189490

Reaction notes

Loading…