Hydrochloric Acid → HCID 13097129, compound

HRID 1164526Notes

Reaction equation

HRID 1164526 reaction equation
[O:1]=[C:2]1[N:6]([CH2:7][C:8]([O:10]CC)=[O:9])[C:5]2[CH:13]=[C:14]([Cl:23])[C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:16][C:4]=2[O:3]1.Cl>C(O)(=O)C.O>[O:1]=[C:2]1[N:6]([CH2:7][C:8]([OH:10])=[O:9])[C:5]2[CH:13]=[C:14]([Cl:23])[C:15]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:16][C:4]=2[O:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13097130HCID 13097130, compound

Product 1

HCID 13097129HCID 13097129, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of ethyl 2-oxo-5-chloro-6-phenyl-3-benzoxazolineacetate (1.5 g) in acetic acid (10 ml) was added conc.hydrochloric acid (5 ml). The reaction mixture was stirred at 60° C. for 1.5 hours and then cooled to ambient temperature. The resultant mixture was diluted with water to precipitate crystals, which were separated by filtration, washed with water, dried and then recrystallized from a mixture of chloroform and acetone to give 2-oxo-5-chloro-6-phenyl-3-benzoxazolineacetic acid.

Workup

  1. temperaturecooled to ambient temperature
  2. customto precipitate crystals, which
  3. customwere separated by filtration
  4. washwashed with water
  5. customdried
  6. customrecrystallized from a mixture of chloroform and acetone

Sources & evidence

ORD record
ord-f6ef1ac46f5542c1bbcc67d9f74d6f97
Source dataset
uspto-grants-1983_01
Patent number
US04370340

Reaction notes

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