Sodium Hydroxide → HCID 17859065, compound

HRID 1372671Notes

Reaction equation

HRID 1372671 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([O:20]C)=[O:19])=[CH:13][C:12]=1[Cl:22].[OH-].[Na+]>C1COCC1>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([OH:20])=[O:19])=[CH:13][C:12]=1[Cl:22]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58778646HCID 58778646, compound

Product 1

HCID 17859065HCID 17859065, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In THF (5 ml) was dissolved methyl (4-(2-benzothiazolyl)amino-3-chlorophenyl)acetate (296 mg, 0.89 mmol). To the resulting solution was added 0.5N NaOH (5.0 ml, 2.50 mmol). The resulting mixture was stirred at room temperature for 15 hours. The reaction mixture was poured in ice-1N HCl to acidify the mixture. The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give (4-(2-benzothiazolyl)amino-3-chlorophenyl)acetic acid (263 mg, 93%) as a white solid.

Workup

  1. customThe crystals thus precipitated
  2. filtrationwere collected by filtration under reduced pressure
  3. washwashed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-658097d0357f42d5a1c5f869d74d0414
Source dataset
uspto-grants-2007_01
Patent number
US07157487B2

Reaction notes

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