Hydrochloric Acid → HCID 53992726, compound

HRID 2300678Notes

Reaction equation

HRID 2300678 reaction equation
Cl[C:2]1[O:3][C:4]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)[N:6]=1.[C:19]1([SH:25])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C[O-].[Na+].CO.Cl>O.CO>[Cl:13][C:10]1[CH:11]=[CH:12][C:7]([C:5]2[N:6]=[C:2]([S:25][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[O:3][C:4]=2[CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:8][CH:9]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7969ThiophenolHCID 118082582-Chloro-4-(4-chlorophenyl)-5-oxazolepropionic acidHCID 23694274Sodium methanolate methanol

Product 1

HCID 53992726HCID 53992726, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of 2-chloro-4-(4-chlorophenyl)-5-oxazolepropionic acid (1.43 g), thiophenol (0.54 ml), sodium methoxide-methanol solution (28% 2.00 g) and methanol (15 ml) was stirred under reflux for 16 hours. Water was added to the reaction mixture, which was then acidified with 2 N hydrochloric acid. The crystals thus precipitated were collected by filtration to obtain 4-(4-chlorophenyl)-2-phenylthio-5-oxazolepropionic acid (1.60 g, 89%). This was recrystallized from methanol to give colorless needles. mp 156-157° C.

Workup

  1. temperatureunder reflux for 16 hours
  2. customThe crystals thus precipitated
  3. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-46ba9227bbfa442b8a5c053c4aa56cda
Source dataset
uspto-grants-2002_12
Patent number
US06498179B1

Reaction notes

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