Methanol → HCID 67019645, compound

HRID 2217660Notes

Reaction equation

HRID 2217660 reaction equation
C[O:2][C:3](=[O:24])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([S:12](=[O:23])(=[O:22])[NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=2)[CH:7]=1.CO>>[CH3:21][O:20][C:16]1[CH:15]=[C:14]([NH:13][S:12]([C:8]2[CH:7]=[C:6]([CH:5]=[CH:4][C:3]([OH:24])=[O:2])[CH:11]=[CH:10][CH:9]=2)(=[O:22])=[O:23])[CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 67019550HCID 67019550, compound

Product 1

HCID 67019645HCID 67019645, compound

Procedure

To a suspension of 3-[3-(3-methoxyphenyl-sulfamoyl)-phenyl]-acrylic acid methyl ester (4i) (0.42 g, 1.2 mmol) in methanol (5.5 ml) 1 N NaOH solution (3.6 ml, 3.6 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 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 (0.38 g, 95%). 1H NMR (DMSO-d6, HMDSO), δ: 3.65 (3H, s); 6.40-6.78 (4H, m); 7.16 (1H, m); 7.45-8.09 (5H, m); 10.32 (1H, br s).

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-a19946036cdf4a1dbed69b61204719b5
Source dataset
uspto-grants-2008_08
Patent number
US07407988B2

Reaction notes

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