Urea → 6-Bromo-8-methoxyquinazolin-2(1H)-one

HRID 475317Notes

Reaction equation

HRID 475317 reaction equation
[NH2:1][C:2]1[C:9]([O:10][CH3:11])=[CH:8][C:7]([Br:12])=[CH:6][C:3]=1[CH:4]=O.[NH2:13][C:14](N)=[O:15]>O>[Br:12][C:7]1[CH:6]=[C:3]2[C:2](=[C:9]([O:10][CH3:11])[CH:8]=1)[NH:1][C:14](=[O:15])[N:13]=[CH:4]2

Participants

4

Reactant 2

HCID 1176UreaHCID 153804452-Amino-5-bromo-3-methoxybenzaldehyde

Product 1

HCID 534388076-Bromo-8-methoxyquinazolin-2(1H)-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
180 °C

Procedure

2-amino-5-bromo-3-methoxybenzaldehyde (2.5 g, 10.87 mmol) is homogeneously mixed with urea and the mixture is heated to 180° C. The melt formed is kept at this temperature for 1 h. Then the reaction mixture is mixed with water, the precipitate formed is filtered off, dried and 6-bromo-8-methoxy-1H-quinazolin-2-one (HPLC-MS: tRet.=1.53 min MS(M+H)+=255/257; method FSUN) is obtained.

Workup

  1. customThe melt formed
  2. customthe precipitate formed
  3. filtrationis filtered off
  4. customdried

Sources & evidence

ORD record
ord-d54da5bf201a470b93c70f92d8160d29
Source dataset
uspto-grants-2014_01
Patent number
US08637549B2

Reaction notes

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