Allyl iodide → HCID 68993985, compound

HRID 656889Notes

Reaction equation

HRID 656889 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:11]#[N:12])[CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:13]([I:16])[CH:14]=[CH2:15]>C1(C)C=CC=CC=1>[I-:16].[C:11]([C:8]1[CH:9]=[C:10]2[C:5]([CH:4]=[CH:3][CH:2]=[N+:1]2[CH2:15][CH:14]=[CH2:13])=[CH:6][CH:7]=1)#[N:12]

Participants

4

Reactant 2

HCID 11166Allyl iodide3×HCID 22344048Quinoline-7-carbonitrile

Product 1

HCID 68993985HCID 68993985, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

7-Quinolinecarbonitrile (1.01 g, 6.6 mmol) and allyl iodide (1.2 mL, 13.2 mmol) in toluene (10 ml) was heated at 90° C. then at 120° C. for 2 h. More allyl iodide was then added (1.2 ml, 13.2 mmol). After other 2 h more allyl iodide was added (1.2 ml, 13.2 mmol). After 2 h more the reaction was cooled to rt. The solid was filtered off, washed with toluene and dried in vacuo at 45° C. overnight to afford the desired compound (1.75 g, 82%).

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with toluene
  3. customdried in vacuo at 45° C. overnight

Sources & evidence

ORD record
ord-31651089a8744f9b90a1ab9511b6e2c9
Source dataset
uspto-grants-2011_12
Patent number
US08071592B2

Reaction notes

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