Urea → HCID 178517412, compound

HRID 2404061Notes

Reaction equation

HRID 2404061 reaction equation
[NH2:1][C:2]1[C:9]([F:10])=[CH:8][C:7]([Br:11])=[CH:6][C:3]=1[CH:4]=O.[NH2:12][C:13](N)=[O:14]>>[Br:11][C:7]1[CH:6]=[C:3]2[C:2](=[C:9]([F:10])[CH:8]=1)[N:1]=[C:13]([OH:14])[N:12]=[CH:4]2

Participants

3

Reactant 2

HCID 1176UreaHCID 542514502-Amino-5-bromo-3-fluorobenzaldehyde

Product 1

HCID 178517412HCID 178517412, compoundYield 83%

Conditions

Temperature
180 °C

Procedure

A stirred mixture of 2-amino-5-bromo-3-fluorobenzaldehyde (2.17 g, 10 mmol) and urea (9 g, 150 mmol) was heated at 180° C. for 2 h. LCMS showed the reaction was completed. The reaction mixture was cooled to RT, and the resulting precipitate was filtered and washed with water (500 mL*3). The moisture trapped was completely removed by the co-evaporation with toluene three times. The title compound (2 g, 83%) was obtained as a yellow solid. MS (ES+) C8H4BrFN2O requires: 242, 244. found: 243, 245 [M+H]+.

Workup

  1. temperatureThe reaction mixture was cooled to RT
  2. filtrationthe resulting precipitate was filtered
  3. washwashed with water (500 mL*3)
  4. customThe moisture trapped was completely removed by the co-evaporation with toluene three times

Sources & evidence

ORD record
ord-e0eb4454064e40ec8c13a151d89ef786
Source dataset
uspto-grants-2014_08
Patent number
US08802697B2

Reaction notes

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