Phosphorus oxide (P4O10) → 2-(4-Bromophenyl)oxazole

HRID 1820739Notes

Reaction equation

HRID 1820739 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[Br:15][C:16]1[CH:30]=[CH:29][C:19]([C:20]([NH:22][CH2:23][CH:24]([O:27]C)OC)=O)=[CH:18][CH:17]=1>CS(O)(=O)=O>[Br:15][C:16]1[CH:17]=[CH:18][C:19]([C:20]2[O:27][CH:24]=[CH:23][N:22]=2)=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 111299414-bromo-N-(2,2-dimethoxyethyl)benzamide

Product 1

HCID 110750322-(4-Bromophenyl)oxazole

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Procedure

A solution of 21 mmol of phosphorous pentoxide in 20 ml of methylsulfonic acid was treated with 7 mmol of 4-Bromo-N-(2,2-dimethoxy-ethyl)-benzamide. The reaction mixture was heated for 5 hours at 130°, cooled to room temperature and poured into ice-water. The resulting solid was filtered off and dried to yield the crude title compound as a brownish solid. MS (m/e): 224.0 (MH+, 24%)

Workup

  1. temperatureThe reaction mixture was heated for 5 hours at 130°
  2. filtrationThe resulting solid was filtered off
  3. customdried

Sources & evidence

ORD record
ord-d3395753732a4b9fb104154aa36d8af5
Source dataset
uspto-grants-2009_10
Patent number
US07605163B2

Reaction notes

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