Sodium Hydroxide → HCID 56941307, compound

HRID 589709Notes

Reaction equation

HRID 589709 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10]([NH:13][C:14]3[CH:15]=[C:16]([CH:22]=[CH:23][CH:24]=3)[C:17]([O:19]CC)=[O:18])(=[O:12])=[O:11])=[C:7]([CH3:25])[C:6]=2[CH:26]=1.[OH-].[Na+]>CCO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10]([NH:13][C:14]3[CH:15]=[C:16]([CH:22]=[CH:23][CH:24]=3)[C:17]([OH:19])=[O:18])(=[O:12])=[O:11])=[C:7]([CH3:25])[C:6]=2[CH:26]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66799887HCID 66799887, compound2×

Product 1

HCID 56941307HCID 56941307, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 3-{[(5-bromo-3-methyl-1-benzothiophen-2-yl)sulfonyl]amino}benzoate (Intermediate 18) (42 mg, 0.093 mmol) was hydrolyzed with 1 M NaOH (1 mL) in EtOH (2 mL) at room temperature over night. The reaction mixture was acidified and extracted with EtOAc. The combined organic phases were washed with water and dried. Evaporation of the solvents gave 23 mg (58%) of the title compound. MS (ESI+) calcd for C16H12BrNO4S2 424.939112, found 424.939992.

Workup

  1. extractionextracted with EtOAc
  2. washThe combined organic phases were washed with water
  3. customdried
  4. customEvaporation of the solvents

Sources & evidence

ORD record
ord-416af98055914ef39f6b2d88596902e4
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

Loading…