Sodium Hydroxide → HCID 12561502, compound

HRID 2049665Notes

Reaction equation

HRID 2049665 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

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-d7195fb22d7349ef85e954f16194be85
Source dataset
uspto-grants-1980_04
Patent number
US04198426

Reaction notes

Loading…