Sodium Hydroxide → HCID 17858955, compound

HRID 1372679Notes

Reaction equation

HRID 1372679 reaction equation
[Cl:1][C:2]1[C:7]2[N:8]=[C:9]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([CH2:18][C:19]([O:21]C)=[O:20])=[CH:14][C:13]=3[Cl:23])[S:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>C1COCC1>[Cl:1][C:2]1[C:7]2[N:8]=[C:9]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([CH2:18][C:19]([OH:21])=[O:20])=[CH:14][C:13]=3[Cl:23])[S:10][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58778599HCID 58778599, compound

Product 1

HCID 17858955HCID 17858955, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In THF (5 ml) was dissolved methyl (4-(4-chloro-2-benzothiazolyl)amino-3-chlorophenyl)acetate (556 mg, 1.51 mmol). To the resulting solution was added 1N NaOH (4.5 ml, 4.50 mmol), followed by stirring at room temperature for 20 hours. The mixture was poured in ice-1N HCl. The crystals thus precipitated were collected by filtration under reduced pressure, washed with water and dried under reduced pressure to give (4-(4-chloro-2-benzothiazolyl)amino-3-chlorophenyl)acetic acid (468 mg, 88%) as a pale yellow 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-90335600b5b4415fa7a903220a8f4f4c
Source dataset
uspto-grants-2007_01
Patent number
US07157487B2

Reaction notes

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