Methanol → HCID 67019629, compound

HRID 2180399Notes

Reaction equation

HRID 2180399 reaction equation
C[O:2][C:3](=[O:23])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([S:12](=[O:22])(=[O:21])[NH:13][CH2:14][C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)[CH:7]=1.CO>>[N:17]1[CH:18]=[CH:19][CH:20]=[C:15]([CH2:14][NH:13][S:12]([C:8]2[CH:7]=[C:6]([CH:5]=[CH:4][C:3]([OH:23])=[O:2])[CH:11]=[CH:10][CH:9]=2)(=[O:22])=[O:21])[CH:16]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 67019582HCID 67019582, compound

Product 1

HCID 67019629HCID 67019629, compound

Procedure

To a suspension of 3-{3-[(pyridin-3-ylmethyl)-sulfamoyl]-phenyl}-acrylic acid methyl ester (14b) (0.35 g, 1.05 mmol) in methanol (4.3 ml) 1N NaOH solution (3.15 ml, 3.15 mmol) was added and the resultant mixture was stirred at ambient temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The aqueous layer was acidified with 2N HCl solution to pH˜5 of the reaction medium and stirred for 30 min. The precipitated solid was filtered, washed with water and dried in desiccator over P2O5. The title compound was obtained as a white solid (0.28 g, 84%).

Workup

  1. additionwas added
  2. customThe reaction mixture was partitioned between ethyl acetate and water
  3. filtrationThe precipitated solid was filtered
  4. washwashed with water
  5. dry with materialdried in desiccator over P2O5

Sources & evidence

ORD record
ord-34dbda9bec6f45b3928e2b27c41521b1
Source dataset
uspto-grants-2005_05
Patent number
US06888027B2

Reaction notes

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