Urea → HCID 178486882, compound

HRID 2404055Notes

Reaction equation

HRID 2404055 reaction equation
[NH2:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([Br:12])=[CH:6][C:3]=1[CH:4]=O.[NH2:13][C:14](N)=[O:15]>>[Br:12][C:7]1[CH:6]=[C:3]2[C:2](=[CH:9][C:8]=1[O:10][CH3:11])[N:1]=[C:14]([OH:15])[N:13]=[CH:4]2

Participants

3

Reactant 2

HCID 1176UreaHCID 593252582-Amino-5-bromo-4-methoxybenzaldehyde

Product 1

HCID 178486882HCID 178486882, compoundYield 89.8%

Conditions

Temperature
180 °C

Procedure

A mixture of 2-amino-5-bromo-4-methoxybenzaldehyde (3 g, 13.1 mmol) and urea (12 g, 196.5 mmol) was stirred at 180° C. for 2 h. LCMS showed the reaction was completed. The reaction mixture was cooled to RT and washed with water (3×100 mL). The precipitate was collected and dried to give the title compound (3 g, crude) as a yellow solid. MS (ES+) C8H7BrN2O2 requires: 254, 256. found: 255, 257 [M+H]+.

Workup

  1. temperatureThe reaction mixture was cooled to RT
  2. washwashed with water (3×100 mL)
  3. customThe precipitate was collected
  4. customdried

Sources & evidence

ORD record
ord-87b99375bcd842b49f896a9a9a756945
Source dataset
uspto-grants-2014_08
Patent number
US08802697B2

Reaction notes

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