Isoniazid → HCID 10634519, compound

HRID 900732Notes

Reaction equation

HRID 900732 reaction equation
[C:1]([NH:9][NH2:10])(=[O:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[OH-].[K+:12].[C:13](=[S:15])=[S:14]>C(O)C>[C:1]([NH:9][NH:10][C:13]([S-:15])=[S:14])(=[O:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[K+:12]

Participants

5

Reactant 3

HCID 3767IsoniazidHCID 6348Carbon DisulfideHCID 14797Potassium Hydroxide

Product 1

HCID 10634519HCID 10634519, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Isonicotinohydrazide (10.96 g, 79.9 mmol) was dissolved in ethanol (80 ml) containing potassium hydroxide (5.3 g, 94.4 mmol). Carbon disulfide was then added with stirring, which was continued for 1 hr. Filtration gave crude potassium 3-isonicotinoyldithiocarbazate which was washed with ether and then dried in vacuum. This was then added slowly with stirring to concentrated sulfuric acid (25 ml) maintained at −5° C. Stirring was continued for an additional 5 min and then the reaction mixture was poured into crushed ice. After 10 min, the solid was filtered off to give 5-(pyridine-4′yl)-1,3,4-thiadiazole-2(3H)-thione.

Workup

  1. filtrationFiltration

Sources & evidence

ORD record
ord-52870800e16345e5ad4711ecd4562d9d
Source dataset
uspto-grants-2008_04
Patent number
US07361669B2

Reaction notes

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