Benzyl Bromide → HCID 15650344, compound

HRID 465991Notes

Reaction equation

HRID 465991 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7](Br)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:15]([NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)#[N:16]>CC(C)=O>[CH2:7]([N:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]1=[N:17][C:15]#[N:16])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 12368418Pyridin-2-ylcyanamide

Product 1

HCID 15650344HCID 15650344, compoundYield 53.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

7 g (50 mmole) of potassium carbonate and 6.5 ml (55 mmole) of benzyl bromide are weighted to the suspension of 6 g (50 mmole) of 2-(cyanoamino)pyridine in 100 ml of acetone, then the reaction mixture is refluxed under vigorous stirring for 2.5 hours. After cooling the inorganic salt is filtered off and the acetone filtrate is evaporated under reduced pressure. The residue is triturated with 10 ml of ether, filtered and washed twice with 5 ml of ether each to obtain 5.55 g (53.1%) of the named compound, m.p.: 142° C.

Workup

  1. temperaturethe reaction mixture is refluxed
  2. temperatureAfter cooling the inorganic salt
  3. filtrationis filtered off
  4. customthe acetone filtrate is evaporated under reduced pressure
  5. customThe residue is triturated with 10 ml of ether
  6. filtrationfiltered
  7. washwashed twice with 5 ml of ether

Sources & evidence

ORD record
ord-0bf73639e41044249bff2805ce4195d3
Source dataset
uspto-grants-1992_10
Patent number
US05155123

Reaction notes

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