Sodium Hydroxide → 3-Acetyl-2-[2-[3-(carboxy)propoxy]phenyl]benzothiazoline

HRID 1583665Notes

Reaction equation

HRID 1583665 reaction equation
[C:1]([N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6][CH:5]1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH2:20][CH2:21][CH2:22][C:23]([O:25]CC)=[O:24])(=[O:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6][CH:5]1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 135642173-Acetyl-2-[2-[3-(ethoxycarbonyl)-propoxy]phenyl]benzothiazoline

Product 1

HCID 133359003-Acetyl-2-[2-[3-(carboxy)propoxy]phenyl]benzothiazolineYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of 7.71 g of 3-acetyl-2-[2-[3-(ethoxycarbonyl)propoxy]phenyl]benzothiazoline in 50 ml of methanol, 2N-sodium hydroxide solution is added and the reaction mixture is stirred for 2 hours at room temperature. Methanol is removed off in vacuo. The residue is acidified with 2N-hydrochloric acid to give 5.72 g (80%) of the titled compound.

Workup

  1. customMethanol is removed off in vacuo

Sources & evidence

ORD record
ord-eb417c302c6f49fcb17faa8f44a40746
Source dataset
uspto-grants-1985_11
Patent number
US04552969

Reaction notes

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