Ammonia → 4-Methoxyphenylbenzo[d]oxazole-4-carboxamide

HRID 850056Notes

Reaction equation

HRID 850056 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[C:12](=[C:14]([C:18]([O:20]C)=O)[CH:15]=[CH:16][CH:17]=3)[N:13]=2)=[CH:5][CH:4]=1.[NH3:22]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[C:12](=[C:14]([C:18]([NH2:22])=[O:20])[CH:15]=[CH:16][CH:17]=3)[N:13]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 222Ammonia2×HCID 14616764Methyl 2-(4-methoxyphenyl)benzoxazole-4-carboxylate

Product 1

HCID 183546064-Methoxyphenylbenzo[d]oxazole-4-carboxamide

Procedure

Methyl 2-(4-methoxyphenyl)benzoxazole-4-carboxylate was dissolved in liquid ammonia (30 ml) and sealed in an autoclave. The reaction mixture was left at 55° C., 20 bar for >20 hours. Once the reaction was complete the ammonia was removed and the resulting solid recrystallised from boiling ethyl acetate and petrol.

Workup

  1. customsealed in an autoclave
  2. waitThe reaction mixture was left at 55° C.
  3. wait20 bar for >20 hours
  4. customwas removed
  5. customthe resulting solid recrystallised

Sources & evidence

ORD record
ord-3a3749c976d8405e97f7a99d618783d1
Source dataset
uspto-grants-2000_01
Patent number
US06015827

Reaction notes

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