Urea → HCID 178490585, compound

HRID 2079686Notes

Reaction equation

HRID 2079686 reaction equation
[NH2:1][C:2]1[C:9]([O:10][CH3:11])=[CH:8][CH:7]=[C:6]([C:12]([F:15])([F:14])[F:13])[C:3]=1[CH:4]=O.[NH2:16][C:17](N)=[O:18]>O>[CH3:11][O:10][C:9]1[CH:8]=[CH:7][C:6]([C:12]([F:15])([F:14])[F:13])=[C:3]2[C:2]=1[N:1]=[C:17]([OH:18])[N:16]=[CH:4]2

Participants

4

Reactant 2

HCID 1176UreaHCID 59199248HCID 59199248, compound

Product 1

HCID 178490585HCID 178490585, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
175 °C

Procedure

A mixture of 2-amino-3-methoxy-6-(trifluoromethyl)benzaldehyde (1 eq) (obtained from step 7) and urea (15 equiv.) was heated to 175° C. with vigorous stirring for 2 h. The reaction was cooled to room temperature and water was added. The solid was collected by filtration. Air-dried to give 8-methoxy-5-(trifluoromethyl) quinazolin-2-ol as yellow solid in 70% yield. ES/MS m/z 245.0 (MH+).

Workup

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationThe solid was collected by filtration
  3. customAir-dried

Sources & evidence

ORD record
ord-5bae4f2db19140bb9857811c82f1b4bc
Source dataset
uspto-grants-2011_04
Patent number
US07932262B2

Reaction notes

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