Sodium Hydroxide → HCID 58779027, compound

HRID 1372610Notes

Reaction equation

HRID 1372610 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[S:10][C:11]2[CH:17]=[C:16]([CH2:18][C:19]([O:21]CC)=[O:20])[CH:15]=[CH:14][C:12]=2[N:13]=1.[OH-].[Na+]>C1COCC1.CO>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[S:10][C:11]2[CH:17]=[C:16]([CH2:18][C:19]([OH:21])=[O:20])[CH:15]=[CH:14][C:12]=2[N:13]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58778976HCID 58778976, compound

Product 1

HCID 58779027HCID 58779027, compoundYield 81.4%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

In THF-methanol (1:1, 20 ml) was dissolved ethyl 2-(2-methylphenylamino)-6-benzothiazolylacetate (907 mg, 2.78 mmol). To the resulting solution was added 1.0M-NaOH (8.34 ml, 8.34 mmol), followed by stirring overnight at room temperature. The reaction mixture was concentrated under reduced pressure. The residue was acidified with 1.0N HCl. The crystals thus obtained were collected by filtration under reduced pressure, washed with water and dried at 60° C. under reduced pressure, whereby 2-(2-methylphenylamino)-6-benzothiazolylacetic acid (675 mg, 81%) was obtained as a white crystalline powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe crystals thus obtained
  3. filtrationwere collected by filtration under reduced pressure
  4. washwashed with water
  5. customdried at 60° C. under reduced pressure

Sources & evidence

ORD record
ord-a14aad3121b04cdfb41c1eba064c45ec
Source dataset
uspto-grants-2007_01
Patent number
US07157487B2

Reaction notes

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