Urea → HCID 178517414, compound

HRID 56459Notes

Reaction equation

HRID 56459 reaction equation
[NH2:1][C:2]1[N:9]=[CH:8][C:7]([Br:10])=[CH:6][C:3]=1[CH:4]=O.[NH2:11][C:12](N)=[O:13]>>[Br:10][C:7]1[CH:8]=[N:9][C:2]2[N:1]=[C:12]([OH:13])[N:11]=[CH:4][C:3]=2[CH:6]=1

Participants

3

Reactant 2

HCID 1176UreaHCID 242137922-Amino-5-bromo-3-pyridinecarbaldehyde

Product 1

HCID 178517414HCID 178517414, compoundYield 93%

Conditions

Temperature
180 °C

Procedure

A mixture of 2-amino-5-bromonicotinaldehyde (2.0 g, 10.0 mmol) and urea (9.0 g, 150.0 mmol) was heated at 180° C. and stirred vigorously for 2 hours. The reaction mixture was cooled to room temperature, and the resulting precipitate was collected, washed with water (3×100 mL) and co-evaporated with toluene three times to completely remove the moisture trapped. The title compound (2.1 g, 93%) was obtained as a yellow solid. MS (ES+) C8H5BrN2O requires: 225, 227, found: 226, 228 [M+H]+.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthe resulting precipitate was collected
  3. washwashed with water (3×100 mL) and co-evaporated with toluene three times
  4. customto completely remove the moisture

Sources & evidence

ORD record
ord-2b9794d5efd4428e85110f7ad1794c53
Source dataset
uspto-grants-2016_09
Patent number
US09434700B2

Reaction notes

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