Ammonia → 2-Phenylbenzo[d]oxazole-4-carboxamide

HRID 429163Notes

Reaction equation

HRID 429163 reaction equation
[C:1]1([C:7]2[O:8][C:9]3[C:10](=[C:12]([C:16]([O:18]C)=O)[CH:13]=[CH:14][CH:15]=3)[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH3:20].CCOC(C)=O>CO>[C:1]1([C:7]2[O:8][C:9]3[C:10](=[C:12]([C:16]([NH2:20])=[O:18])[CH:13]=[CH:14][CH:15]=3)[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 8857Ethyl AcetateHCID 10824752Methyl 2-phenylbenzoxazole-4-carboxylate

Product 1

HCID 117763402-Phenylbenzo[d]oxazole-4-carboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of methyl 2-phenylbenzoxazole-4-carboxylate (0.02 g; 0.0905 mmol) in methanol (3 ml) was added aqueous ammonia (3 ml). This was warmed to 40° C. and left to stir, whilst the reaction was monitored by TLC (1:4 EtOAc:petrol). Once all the starting material had reacted a white precipitate was formed. The solvent was removed to yield a white solid, which was recrystallised from ethyl acetate and petrol (70%).

Workup

  1. waitleft
  2. customOnce all the starting material had reacted a white precipitate
  3. customwas formed
  4. customThe solvent was removed
  5. customto yield a white solid, which
  6. customwas recrystallised from ethyl acetate and petrol (70%)

Sources & evidence

ORD record
ord-410880f48443467abdd586c6d5dd8c3c
Source dataset
uspto-grants-2001_11
Patent number
US06316455B1

Reaction notes

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