Sodium Cyanide → HCID 21393821, compound

HRID 1288465Notes

Reaction equation

HRID 1288465 reaction equation
Cl[C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[CH:9]2)=[CH:4][CH:3]=1.[CH3:15][N:16]1CCCC1=O.[C-]#N.[Na+]>O>[C:15]([C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[CH:9]2)=[CH:4][CH:3]=1)#[N:16]

Participants

5

Reactant 3

HCID 8929Sodium CyanideHCID 13387N-methyl-2-pyrrolidoneHCID 13051702HCID 13051702, compound

Product 1

HCID 21393821HCID 21393821, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7-Chloro-8-nitroisoquinoline (0.125 mole) and cuprous cyanide (0.225 mole) are refluxed in 125 ml. of distilled N-methylpyrrolidinone under a nitrogen atmosphere for 16 hours. The reaction mixture is poured into a solution of 40 g. of sodium cyanide in 120 ml. of water. The mixture is cooled and extracted with benzene. The benzene extracts are combined, washed with water, dried over sodium sulfate and evaporated. The residue is recrystallized from benzene to give 7-cyano-8-nitroisoquinoline.

Workup

  1. additionThe reaction mixture is poured into a solution of 40 g
  2. temperatureThe mixture is cooled
  3. extractionextracted with benzene
  4. washwashed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated
  7. customThe residue is recrystallized from benzene

Sources & evidence

ORD record
ord-5fa34979b91b467aafec8367dd9315f6
Source dataset
uspto-grants-1976_10
Patent number
US03988339

Reaction notes

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