Pyridine → 7-(2-Methyl-4-nitrophenoxy)[1,2,4]triazolo[1,5-a]pyridine

HRID 240555Notes

Reaction equation

HRID 240555 reaction equation
C[N:2](C)/[CH:3]=[N:4]\[C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][C:13]=2[CH3:21])[CH:8]=[CH:7][N:6]=1.N1C=CC=CC=1.N(S(O)(=O)=O)O>CO>[CH3:21][C:13]1[CH:14]=[C:15]([N+:18]([O-:20])=[O:19])[CH:16]=[CH:17][C:12]=1[O:11][C:9]1[CH:8]=[CH:7][N:6]2[N:2]=[CH:3][N:4]=[C:5]2[CH:10]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 170246Hydroxysulfamic acidHCID 178428760HCID 178428760, compound

Product 1

HCID 669371897-(2-Methyl-4-nitrophenoxy)[1,2,4]triazolo[1,5-a]pyridineYield 49.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a cooled (0° C.) solution of (Z)-N,N-dimethyl-N′-(4-(2-methyl-4-nitrophenoxy)pyridin-2-yl)formamidine (1.00 g, 3.33 mmol) in methanol (5 mL) was added pyridine (0.54 mL, 6.66 mmol) and hydroxylamine sulfonic acid (0.427 g, 3.66 mmol). After stirring at room temperature for 2 hours, the precipitate was filtered to provide the product (0.442 g, 49%) as white solid.

Workup

  1. filtrationthe precipitate was filtered

Sources & evidence

ORD record
ord-54110f3949f44f24a35d84aa827159c9
Source dataset
uspto-grants-2014_02
Patent number
US08648087B2

Reaction notes

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