Hydrochloric Acid → HCID 19004374, compound

HRID 2225659Notes

Reaction equation

HRID 2225659 reaction equation
C[O:2][C:3](=[O:26])[C:4](=[O:25])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([S:21]([NH2:24])(=[O:23])=[O:22])=[CH:17][CH:16]=2)=[CH:7][CH:6]=1.[OH-].[Na+].Cl>>[NH2:24][S:21]([C:18]1[CH:17]=[CH:16][C:15]([O:14][CH2:13][CH2:12][O:11][C:8]2[CH:9]=[CH:10][C:5]([C:4](=[O:25])[C:3]([OH:26])=[O:2])=[CH:6][CH:7]=2)=[CH:20][CH:19]=1)(=[O:22])=[O:23]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54546098HCID 54546098, compound

Product 1

HCID 19004374HCID 19004374, compoundYield 93.5%

Procedure

A mixture of 4-[[2-[4-(aminosulfonyl)phenoxy]ethyl]oxy]-alpha-oxobenzeneacetic acid methyl ester (0.3 g) and 0.5N sodium hydroxide (6 mL) was warmed on the steam bath for 5 minutes and allowed to cool over 10 minutes. The clear solution was acidified with 1N hydrochloric acid (4 mL) and the resulting mixture chilled, filtered, and the solids washed with water. The solids were dried over phosphorus pentoxide at 70° C. and 0.1 mm to give 0.27 g of colorless 4-[[2-[4- (aminosulfonyl)phenoxy]ethyl]oxy]-alpha-oxobenzeneacetic acid as a 4:1 molar hydrate, mp 178°-179° C. with decomposition.

Workup

  1. temperaturewas warmed on the steam bath for 5 minutes
  2. temperatureto cool over 10 minutes
  3. temperaturethe resulting mixture chilled
  4. filtrationfiltered
  5. washthe solids washed with water
  6. dry with materialThe solids were dried over phosphorus pentoxide at 70° C.

Sources & evidence

ORD record
ord-3660bcdca0eb4347ab414bd850ecdad7
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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