Dichloromethane → 5-Nitroquinoline-8-carbonitrile

HRID 1017129Notes

Reaction equation

HRID 1017129 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[Cu][C:16]#[N:17].C(Cl)Cl>CN(C)C=O>[C:16]([C:2]1[CH:3]=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2)#[N:17]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 157091828-Bromo-5-nitroquinolineHCID 178418546HCID 178418546, compound

Product 1

HCID 218748385-Nitroquinoline-8-carbonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5.80 g of 8-bromo-5-nitroquinoline and 2.00 g of copper(I) cyanide in 15 ml of dimethylformamide were heated to 150° C. for 5 hours. After cooling, methylene chloride was added, insoluble particles were filtered off and the filtrate was concentrated.

Workup

  1. temperatureAfter cooling
  2. filtrationinsoluble particles were filtered off
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-ebeb0dde833d40a392569d5f2846d030
Source dataset
uspto-grants-2002_11
Patent number
US06479436B1

Reaction notes

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