Toluene → 53678-66-3

HRID 1071919Notes

Reaction equation

HRID 1071919 reaction equation
Br[CH2:2][C:3]#[CH:4].[CH2:5]1N2CN3CN(C2)C[N:6]1[CH2:13]3.C(=O)([O-])[O-].[K+].[K+].[C:21]1(C)[CH:26]=CC=[CH:23][CH:22]=1>C(#N)C>[CH2:2]([N:6]1[CH2:13][CH2:23][CH2:22][CH2:21][CH2:26][CH2:5]1)[C:3]#[CH:4]

Participants

6

Reactant 4

HCID 1140TolueneHCID 4101HexamethylenetetramineHCID 7842Propargyl bromideHCID 11430Potassium Carbonate

Product 1

HCID 1268882153678-66-3

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

18.8 ml of a 3-bromopropyne solution at 80% in toluene are added dropwise to 20.8 ml of hexamethyleneamine and 27.9 g of potassium carbonate in 300 ml of acetonitrile. The reaction mixture is heated at 50° C. for 12 hours and 6 hours at 80° C. The reaction mixture is filtered, and the solvents are evaporated off under reduced pressure. Compound 4.1 is purified by distillation; b.p.=61° C. under a pressure of 26.7 Pa.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe solvents are evaporated off under reduced pressure
  3. distillationCompound 4.1 is purified by distillation

Sources & evidence

ORD record
ord-e013459f09fb496199697ca6d3c7d7ce
Source dataset
uspto-grants-2005_06
Patent number
US06908914B1

Reaction notes

Loading…