Potassium Cyanide → HCID 21567739, compound

HRID 1579158Notes

Reaction equation

HRID 1579158 reaction equation
[Br:1][C:2]1[C:13](N)=[CH:12][C:5]2[N:6]3[CH2:11][CH2:10][CH2:9][C:7]3=[N:8][C:4]=2[CH:3]=1.N([O-])=O.[Na+].C(=O)([O-])[O-].[Na+].[Na+].[C-:25]#[N:26].[K+]>O.Cl>[Br:1][C:2]1[C:13]([C:25]#[N:26])=[CH:12][C:5]2[N:6]3[CH2:11][CH2:10][CH2:9][C:7]3=[N:8][C:4]=2[CH:3]=1

Participants

7

Reactant 4

HCID 9032Potassium CyanideHCID 10340Sodium CarbonateHCID 21567798HCID 21567798, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 21567739HCID 21567739, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent3×

Procedure

9.2 g of 6-bromo-7-amino-2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole are dissolved in a mixture of 30 cm3 of water and 9 cm3 of hydrochloric acid. Diazotation is carried out with a solution of 2.5 g of sodium nitrite in 15 cm3 of water. The diazonium salt is neutralized with sodium carbonate and while stirring poured into a solution of 6.89 g of cuprous cyanide and 12.3 g of potassium cyanide in 100 cm3 of water. Stirring is continued for 30 min at room temperature and a further 15 min on a water-bath at 50° to 60°C. After cooling, the precipitate is sucked off. The base is purified by sublimation (200°C/2mm Hg) and recrystallized from a mixture of benzene and n-hexane. Melting point: 224°C. Yield: 4.7 g.

Workup

  1. stirringStirring
  2. temperatureAfter cooling
  3. customThe base is purified by sublimation (200°C/2mm Hg)
  4. customrecrystallized from a mixture of benzene and n-hexane

Sources & evidence

ORD record
ord-262df3c6e1664d4cafc441aaec18e865
Source dataset
uspto-grants-1976_01
Patent number
US03931156

Reaction notes

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