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

HRID 429164Notes

Reaction equation

HRID 429164 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-c7d6a33dc7ff4b5889dd41a8a1ce92ed
Source dataset
uspto-grants-2001_11
Patent number
US06316455B1

Reaction notes

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