Ethanol → HCID 607310, compound

HRID 2052189Notes

Reaction equation

HRID 2052189 reaction equation
[Cl-].[NH2:2][N+:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[OH-].[K+].[C:11]([C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)#[N:12].C(O)C>O>[N:16]1[CH:17]=[CH:18][C:13]([C:11]2[N:12]=[C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][N:3]3[N:2]=2)=[CH:14][CH:15]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 75064-CyanopyridineHCID 14797Potassium HydroxideHCID 12210597N-amino-pyridinium chloride

Product 1

HCID 607310HCID 607310, compoundYield 53.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-Aminopyridinium chloride (7.9g) was added to potassium hydroxide (6.72g) in water (60 ml). 4-Cyanopyridine (31.2g) was added to ethanol (63 ml). The two solutions were then admixed at room temperature and left for 66 hours. The ethanol was then evaporated off in vacuo, and the residue extracted with chloroform (100 ml). The chloroform extract was dried over magnesium sulphate, filtered, and evaporated in vacuo. Recrystallisation of the product from ethanol gave 2-(4-pyridyl)-s-triazolo[1,5-a]pyridine (6.3g), mp 188°-190° C.

Workup

  1. customwere then admixed at room temperature
  2. customThe ethanol was then evaporated off in vacuo
  3. extractionthe residue extracted with chloroform (100 ml)
  4. extractionThe chloroform extract
  5. dry with materialwas dried over magnesium sulphate
  6. filtrationfiltered
  7. customevaporated in vacuo
  8. customRecrystallisation of the product from ethanol

Sources & evidence

ORD record
ord-780445cce80b4be882dc90bdbced5dc3
Source dataset
uspto-grants-1980_01
Patent number
US04183741

Reaction notes

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