HCID 58683717, compound → HCID 58683755, compound

HRID 1991068Notes

Reaction equation

HRID 1991068 reaction equation
C([O:3][C:4](=[O:21])/[CH:5]=[CH:6]/[C:7]1[CH:12]=[C:11]([O:13][CH3:14])[C:10]([Cl:15])=[CH:9][C:8]=1[NH:16][S:17]([CH3:20])(=[O:19])=[O:18])C>[OH-].[Na+].CCO>[Cl:15][C:10]1[C:11]([O:13][CH3:14])=[CH:12][C:7](/[CH:6]=[CH:5]/[C:4]([OH:21])=[O:3])=[C:8]([NH:16][S:17]([CH3:20])(=[O:18])=[O:19])[CH:9]=1

Participants

3

Reactant 1

HCID 58683717HCID 58683717, compound

Product 1

HCID 58683755HCID 58683755, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 23692425Sodium hydroxide ethanolSolvent

Conditions

Temperature
0 °C

Procedure

(E)-3-(4Chloro-2-methanesulfonylamino-5-methoxyphenyl)-acrylic acid ethyl ester (320 mg; 0.96 mmol) was refluxed in 2N NaOH/EtOH 1/10 for 10 min. The resulting suspension was cooled to 0° C., filtered, taken up in water and acidified with 2N HCl and extracted with TBME three times. The combined organic phases were dried over Na2SO4 and evaporated to dryness to yield the title compound as yellowish crystals (114 mg; 39%).

Workup

  1. filtrationfiltered
  2. extractionextracted with TBME three times
  3. dry with materialThe combined organic phases were dried over Na2SO4
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-028a078e97a7414ba1973e1125d7b51c
Source dataset
uspto-grants-2010_01
Patent number
US07645760B2

Reaction notes

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