Dichloromethane → 5-Nitroquinoline-8-carbonitrile

HRID 1385040Notes

Reaction equation

HRID 1385040 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-1d588ffcdcdb4f07806218515256a215
Source dataset
uspto-grants-2001_07
Patent number
US06262074B1

Reaction notes

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