Hydroxide → 4-({[(Benzyloxy)carbonyl]amino}sulfonyl)benzoic acid

HRID 860418Notes

Reaction equation

HRID 860418 reaction equation
[CH2:1]([O:8][C:9]([NH:11][S:12]([C:15]1[CH:24]=[CH:23][C:18]([C:19]([O:21]C)=[O:20])=[CH:17][CH:16]=1)(=[O:14])=[O:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-]>CO>[CH2:1]([O:8][C:9]([NH:11][S:12]([C:15]1[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:23][CH:24]=1)(=[O:13])=[O:14])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 961HydroxideHCID 57444531Methyl 4-({[(benzyloxy)carbonyl]amino}sulfonyl)benzoate

Product 1

HCID 574445324-({[(Benzyloxy)carbonyl]amino}sulfonyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of methyl 4-({[(benzyloxy)carbonyl]amino}-sulfonyl)benzoate (3.38 g) and 85% pottasium hydroxide (1.28 g) in methanol (40 mL) was stirred for 35 minutes. Methanol was evaporated off, and to the mixture was added 1N hydrochloric acid (20 mL). A white crystal was formed, which was collected by filtration and washed with water and diisopropyl ether, and dried under vacuum. 4-({[(Benzyloxy)carbonyl]amino}sulfonyl)benzoic acid was obtained as a white crystal (2.92 g).

Workup

  1. customMethanol was evaporated off
  2. additionto the mixture was added 1N hydrochloric acid (20 mL)
  3. customA white crystal was formed
  4. filtrationwhich was collected by filtration
  5. washwashed with water and diisopropyl ether
  6. customdried under vacuum

Sources & evidence

ORD record
ord-19b9584d9c8340e582a20435db42069a
Source dataset
uspto-grants-2006_12
Patent number
US07153854B2

Reaction notes

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