Urea → HCID 178518336, compound

HRID 2079628Notes

Reaction equation

HRID 2079628 reaction equation
[NH2:1][C:2]1[C:9]([Br:10])=[CH:8][C:7]([C:11]([F:14])([F:13])[F:12])=[CH:6][C:3]=1[CH:4]=[O:5].[NH2:15][C:16](N)=[O:17]>O>[Br:10][C:9]1[CH:8]=[C:7]([C:11]([F:14])([F:12])[F:13])[CH:6]=[C:3]2[C:2]=1[NH:1][C:16]([OH:17])=[N:15][CH:4]2[OH:5]

Participants

4

Reactant 2

HCID 1176UreaHCID 59199282HCID 59199282, compound

Product 1

HCID 178518336HCID 178518336, compoundYield 187.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Amino-3-bromo-5-(trifluoromethyl)benzaldehyde (1.74 g, 6.49 mmol, 1.00 eq) and urea (5.85 g, 97.4 mmol, 15.0 eq) were stirred at 190° C. for 3 h. The resulting solid was returned to ambient temperature, stirred in water (60 mL) for 20 min, and filtered. This was repeated for a total of three washes. The solid was dried in a desiccator to give 3.79 g of the desired product as an off-white solid. ES/MS m/z 311, 313 (MH+).

Workup

  1. customwas returned to ambient temperature
  2. filtrationfiltered
  3. customThe solid was dried in a desiccator

Sources & evidence

ORD record
ord-da77cd2087064e50a65ab4053ee7660b
Source dataset
uspto-grants-2011_04
Patent number
US07932262B2

Reaction notes

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