Hydrochloric Acid → HCID 9976875, compound

HRID 1609010Notes

Reaction equation

HRID 1609010 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 1 N 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-81affd1d32a14abd999fa7f9e94b08db
Source dataset
uspto-grants-1995_03
Patent number
US05399585

Reaction notes

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