Pyridine → HCID 178469975, compound

HRID 1533795Notes

Reaction equation

HRID 1533795 reaction equation
C1(C)C=CC(S(O[N:11]=[C:12]([NH:14][C:15]2[C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:18][NH:17][N:16]=2)[CH3:13])(=O)=O)=CC=1.N1C=CC=CC=1>C(O)C>[CH3:13][C:12]1[NH:14][C:15]2[N:16]([N:17]=[CH:18][C:19]=2[C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:11]=1

Participants

4

Reactant 2

HCID 1049PyridineHCID 178469934HCID 178469934, compound

Product 1

HCID 178469975HCID 178469975, compoundYield 45.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 3-[1-(p-toluenesulfonyloxyimino)-ethyl]amino-1H-pyrazole-4-carboxylate (1.00 g) and pyridine (240 mg) in ethanol (20 ml) was refluxed for 3 hours. The reaction mixture was concentrated in vacuo and the residue was diluted with water. The solution was adjusted to pH 4 with 1N hydrochloric acid. The formed precipitate was collected by vacuum filtration to give ethyl 2-methyl-1H-pyrazolo[1,5-b][1,2,4]triazole-7-carboxylate (240 mg).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionthe residue was diluted with water
  3. filtrationThe formed precipitate was collected by vacuum filtration

Sources & evidence

ORD record
ord-641d1aa1035b40959854dcc4e073a29e
Source dataset
uspto-grants-2001_03
Patent number
US06207693B1

Reaction notes

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