Nicotinic acid, hydrazide → HCID 178508303, compound

HRID 1097413Notes

Reaction equation

HRID 1097413 reaction equation
[C:1]([NH:9][NH2:10])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[OH-].[Na+].S(O)(O)(=O)=O.CS[C:20](=[NH:22])[NH2:21]>>[N:4]1[CH:5]=[CH:6][CH:7]=[C:2]([C:1]2[N:21]=[C:20]([NH2:22])[NH:10][N:9]=2)[CH:3]=1

Participants

4

Reactant 3

HCID 11112Nicotinic acid, hydrazideHCID 14798Sodium HydroxideHCID 752702-Methyl-2-thiopseudourea sulfate

Product 1

HCID 178508303HCID 178508303, compoundYield 78.3%

Conditions

Temperature
230 °C

Procedure

Nicotinic acid hydrazide (10.0 g, 72.92 mmol) was dissolved in aq. NaOH (4.38 g, 109.38 mmol), and 2-methyl-2-thiopseudourea sulfate (12.16 g, 87.50 mmol) was slowly added thereto. The resultant mixture was stirred at room temperature. The reaction mixture was filtered, washed with water and Et2O, and dried. The solid obtained was heated to 230° C. to obtain the desired compound, 5-(pyridin-3-yl)-2H-[1,2,4]triazol-3-amine (9.2 g, 78%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. washwashed with water and Et2O
  3. customdried
  4. customThe solid obtained

Sources & evidence

ORD record
ord-7a3a2b3d5dc2493098e6155ebc2959ec
Source dataset
uspto-grants-2012_03
Patent number
US08143262B2

Reaction notes

Loading…