Acetohydrazide → HCID 86720972, compound

HRID 524917Notes

Reaction equation

HRID 524917 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[N:8]=[C:9]=[S:10].[C:11]([NH:14][NH2:15])(=[O:13])[CH3:12]>O1CCOCC1.CCOCC>[C:11]([NH:14][NH:15][C:9](=[S:10])[NH:8][C:7]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[Br:1])(=[O:13])[CH3:12]

Participants

5

Reactant 2

HCID 14039AcetohydrazideHCID 86720971HCID 86720971, compound

Product 1

HCID 86720972HCID 86720972, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

3-bromo-4-isothiocyanato-pyridine (1 g, 4.650 mmol) and acetylhydrazine (344.5 mg, 4.650 mmol) were dissolved in dry 1,4-dioxane (10 mL) and stirred at 80° C. for 0.75 hrs. The orange suspension was allowed to cool to RT. The viscous suspension was diluted with ether and the solid was collected by filtration and washed with ether (3×5 mL) to give 2-acetyl-N-(3-bromopyridin-4-yl)hydrazinecarbothioamide as a salmon-pink solid (1.2187 g, 91% Yield). MS (ES−) 288.9.

Workup

  1. temperatureto cool to RT
  2. filtrationthe solid was collected by filtration
  3. washwashed with ether (3×5 mL)

Sources & evidence

ORD record
ord-e106e0a0f7244b5590e48fb721deb1dd
Source dataset
uspto-grants-2016_05
Patent number
US09340546B2

Reaction notes

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