Sodium Cyanide → HCID 13260271, compound

HRID 1649020Notes

Reaction equation

HRID 1649020 reaction equation
[I-].C[N+]([CH2:6][C:7]1[N:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]2=[N:9][C:8]=1[C:16]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]2[C:17]=1[CH:18]=[CH:19][C:20](=[O:28])[NH:21]2)(C)C.[C-:29]#[N:30].[Na+]>O>[C:29]([CH2:6][C:7]1[N:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]2=[N:9][C:8]=1[C:16]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]2[C:17]=1[CH:18]=[CH:19][C:20](=[O:28])[NH:21]2)#[N:30]

Participants

4

Reactant 2

HCID 8929Sodium CyanideHCID 13260267HCID 13260267, compound

Product 1

HCID 13260271HCID 13260271, compoundYield 28.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 5-{3-trimethylammoniomethylimidazo[1,2-a]pyridine-2-yl}-8-methoxycarbostyril iodide (4.39 g) in water (40 ml) was refluxed while adding dropwise 10 ml of an aqueous solution having dissolved therein 440 mg of sodium cyanide. After completion of addition, the mixture was reacted for 30 minutes and then allowed to cool. Crystals which precipitated were collected by filtration and isolated by passing through a silica gel column. The crude crystals thus formed were recrystallized from methanol to give 0.85 g of 5-{3-cyanomethylimidazo[1,2-a]pyridine-2-yl}-8-methoxycarbostyril.

Workup

  1. dissolutionhaving dissolved
  2. additionAfter completion of addition
  3. customthe mixture was reacted for 30 minutes
  4. temperatureto cool
  5. customCrystals which precipitated
  6. filtrationwere collected by filtration
  7. customisolated
  8. customThe crude crystals thus formed
  9. customwere recrystallized from methanol

Sources & evidence

ORD record
ord-db8c1af4a6144b85a4f58a4901f5f429
Source dataset
uspto-grants-1983_11
Patent number
US04414390

Reaction notes

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