Hydrochloric Acid → HCID 58081163, compound

HRID 928406Notes

Reaction equation

HRID 928406 reaction equation
[C:1]1([NH:7][C:8]2[O:9][CH:10]=[C:11]([C:13]([O:15]CC)=[O:14])[N:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Li+].O.Cl>C1COCC1>[C:1]1([NH:7][C:8]2[O:9][CH:10]=[C:11]([C:13]([OH:15])=[O:14])[N:12]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 58081167HCID 58081167, compound

Product 1

HCID 58081163HCID 58081163, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl 2-(phenylamino)oxazole-4-carboxylate (1.64 g, 6.94 mmol) and lithiumhydroxide (332 mg, 13.88 mmol) in THF (23 ml)/water (11.5 ml) was stirred at rt for 4 hours. The reaction mixture was acidified with 2 N HCl and extracted with EA (2 x). The combined organic phases were dried over Na2SO4, filtered and evaporated under reduced pressure to afford the title product. HPLC/MS (Method G): RtG=1.41 min, MS (Method D) [M+H]+=204.9.

Workup

  1. extractionextracted with EA (2 x)
  2. dry with materialThe combined organic phases were dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-35d4f807715f4f47b88bb7f7763affcc
Source dataset
uspto-grants-2016_03
Patent number
US09290485B2

Reaction notes

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