Acetic Acid → HCID 19347985, compound

HRID 1637208Notes

Reaction equation

HRID 1637208 reaction equation
[OH-].[Na+].[CH3:3][S:4]([N:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[S:18][C:19]1[C:20]2[CH:32]=[CH:31][C:30]([O:33][CH2:34][C:35]3[CH:36]=[N:37][CH:38]=[CH:39][CH:40]=3)=[CH:29][C:21]=2[S:22][C:23]=1[C:24]([O:26]CC)=[O:25])S(C)(=O)=O)(=[O:6])=[O:5].C(O)(=O)C>CO.O>[CH3:3][S:4]([NH:7][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[S:18][C:19]1[C:20]2[CH:32]=[CH:31][C:30]([O:33][CH2:34][C:35]3[CH:36]=[N:37][CH:38]=[CH:39][CH:40]=3)=[CH:29][C:21]=2[S:22][C:23]=1[C:24]([OH:26])=[O:25])(=[O:5])=[O:6]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 9851485HCID 9851485, compound

Product 1

HCID 19347985HCID 19347985, compoundYield 67.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Sodium hydroxide (1 ml of 1M in water) was added to a solution of ethyl 3-[2-(N,N-dimethylsulfonylamino)phenyl]sulfanyl-6-(3-pyridylmethoxy)benzo[b]thiophene-2-carboxylate (Example 16--185 mg, 0.31 mmol) in methanol (5 ml), and the solution was heated at reflux for 40 minutes. The hot solution was acidified by dropwise addition of acetic acid, diluted with water (5 ml), and cooled. The solid precipitate was isolated by filtration and dried under vacuo to give the title compound as a colourless solid (102 mg).

Workup

  1. temperaturethe solution was heated
  2. temperatureat reflux for 40 minutes
  3. temperaturecooled
  4. customThe solid precipitate was isolated by filtration
  5. customdried under vacuo

Sources & evidence

ORD record
ord-7e582d9a3d084400b4cc1bc5751bb3f8
Source dataset
uspto-grants-2000_03
Patent number
US06040309

Reaction notes

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