Hydrochloric Acid → HCID 178507533, compound

HRID 730403Notes

Reaction equation

HRID 730403 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]2[NH:15][O:16][C:17](=[O:19])[N:18]=2)[CH:9]=1)(C)(C)C.Cl>CCO>[NH2:7][C:8]1[CH:9]=[C:10]([C:14]2[NH:15][O:16][C:17](=[O:19])[N:18]=2)[CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178452711HCID 178452711, compound

Product 1

HCID 178507533HCID 178507533, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

A 1 L flask equipped with a magnetic stir bar and heating mantle was charged with [3-(5-oxo-2,5-dihydro-[1,2,4]oxadiazol-3-yl)-phenyl]-carbamic acid tert-butyl ester (60.0 g, 0.22 mol) and EtOH (800 mL). The resulting suspension was then treated with HCl gas (31 g, 0.86 mol) at ambient temperature over 20 minutes. The reaction mixture was then heated to 60° C., until starting material was consumed (1.5 h). The reaction mixture was cooled in an ice-bath and the resulting solid was collected via vacuum filtration. The filter pad was washed with EtOH (75 mL) and air dried to yield the title compound as an off white solid.

Workup

  1. customA 1 L flask equipped with a magnetic stir bar
  2. temperatureheating mantle
  3. customwas consumed (1.5 h)
  4. temperatureThe reaction mixture was cooled in an ice-bath
  5. filtrationthe resulting solid was collected via vacuum filtration
  6. washThe filter pad was washed with EtOH (75 mL) and air
  7. customdried

Sources & evidence

ORD record
ord-57a3e0e3af5a42dc8f6415504dc4bc30
Source dataset
uspto-grants-2009_09
Patent number
US07582753B2

Reaction notes

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