Pyridine → HCID 21251008, compound

HRID 1531835Notes

Reaction equation

HRID 1531835 reaction equation
Br.[NH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][C:4]1=O.[C:10]1([N:16]=[C:17]=[O:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.N1C=CC=CC=1>O>[C:3]1([N:2]2[C:11]3[CH2:12][CH2:13][CH2:14][CH2:15][C:10]=3[NH:16][C:17]2=[O:18])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7672Phenyl isocyanateHCID 13226134HCID 13226134, compound

Product 1

HCID 21251008HCID 21251008, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
125 °C

Procedure

A mixture of 1.94 g (0.01 mol) of 2-aminocyclohexanone hydrobromide, 1.19 g (0.01 mol) of phenyl isocyanate and 4 ml of pyridine is stirred at 125° C. for 4 hours. Water is added, the mixture is stirred until crystallization is obtained, drained, washed with water and dried. The compound is purified by flash chromatography on silica, eluting with a 95:5 CH2Cl2/CH3OH mixture. 0.7 g of product is recovered. Yield=33% (m.p.=224° C.).

Workup

  1. stirringthe mixture is stirred until crystallization
  2. customis obtained
  3. washwashed with water
  4. customdried
  5. customThe compound is purified by flash chromatography on silica
  6. washeluting with a 95:5 CH2Cl2/CH3OH mixture
  7. custom0.7 g of product is recovered

Sources & evidence

ORD record
ord-7cf38e221ee04d988d482fe0a98642ee
Source dataset
uspto-grants-2001_03
Patent number
US06200991B1

Reaction notes

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