Hydrochloric Acid → HCID 9976875, compound

HRID 1091113Notes

Reaction equation

HRID 1091113 reaction equation
Cl.[C:2]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][CH2:15][CH2:16][C:17]2[CH:28]=[CH:27][C:20]([O:21][CH2:22][C:23]([O:25]C)=[O:24])=[CH:19][CH:18]=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)(=[NH:4])[NH2:3].Cl>C(O)C.[OH-].[Na+]>[C:2]([C:5]1[CH:6]=[CH:7][C:8]([S:11]([NH:14][CH2:15][CH2:16][C:17]2[CH:28]=[CH:27][C:20]([O:21][CH2:22][C:23]([OH:25])=[O:24])=[CH:19][CH:18]=2)(=[O:13])=[O:12])=[CH:9][CH:10]=1)(=[NH:3])[NH2:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 20083626HCID 20083626, compound

Product 1

HCID 9976875HCID 9976875, compoundYield 96.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 2.0 g of methyl p-[2-(p-amidinobenzenesulphonamido)ethyl]phenoxyacetate hydrochloride in 100 ml of ethanol and 50 ml of 1N sodium hydroxide solution was stirred under argon for 90 minutes. For the working up, dilute hydrochloric acid was used to neutralize to pH 6-7, and the mixture was concentrated in vacuo up to 50° C. The crystals which separated out were filtered off with suction and dried over KOH in vacuo at 50° C. 1.70 g of pure p-[2-(p-amidinobenzenesulphonamido)ethyl]phenoxyacetic acid, melting point 292°-293° C., were thus isolated.

Workup

  1. concentrationthe mixture was concentrated in vacuo up to 50° C
  2. customThe crystals which separated out
  3. filtrationwere filtered off with suction
  4. dry with materialdried over KOH in vacuo at 50° C

Sources & evidence

ORD record
ord-073924e4617d4226b11f0c8aae521460
Source dataset
uspto-grants-1992_01
Patent number
US05084466

Reaction notes

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