Cyclohexyl isocyanate → HCID 68107522, compound

HRID 2403596Notes

Reaction equation

HRID 2403596 reaction equation
[H-].[Na+].[Br:3][C:4]1[CH:5]=[N:6][C:7]([NH2:10])=[N:8][CH:9]=1.[CH:11]1([N:17]=[C:18]=[O:19])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>CN(C=O)C>[Br:3][C:4]1[CH:5]=[N:6][C:7]([NH:10][C:18]([NH:17][CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[O:19])=[N:8][CH:9]=1

Participants

5

Reactant 3

HCID 18502Cyclohexyl isocyanateHCID 24758Sodium hydrideHCID 2313102-Amino-5-bromopyrimidine

Product 1

HCID 68107522HCID 68107522, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent3×

Procedure

NaH (230 mg) was suspended in DMF (10 ml), and a solution of 5-bromopyrimidine-2-amine in DMF (5 ml) and a solution of cyclohexyl isocyanate (791 mg) in DMF (5 ml) were added dropwise thereto in this order under ice-cooling, followed by stirring at the same temperature for 30 minutes. The obtained solid was collected by filtration and washed with diethyl ether to obtain 1-(5-bromopyrimidin-2-yl)-3-cyclohexylurea (1.47 g).

Workup

  1. temperaturein this order under ice-cooling
  2. filtrationThe obtained solid was collected by filtration
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-9a6fcfa03be04daa830046d7fc15b88b
Source dataset
uspto-grants-2014_08
Patent number
US08802679B2

Reaction notes

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