Hydrazine hydrate (1:1) → 6-hydrazinyl-N,N-dimethylpyridine-3-sulfonamide

HRID 45223Notes

Reaction equation

HRID 45223 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([S:8]([N:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1.O.[NH2:15][NH2:16]>CCO>[NH:15]([C:2]1[N:7]=[CH:6][C:5]([S:8]([N:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1)[NH2:16]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 47298556-chloro-N,N-dimethylpyridine-3-sulfonamide

Product 1

HCID 52676846-hydrazinyl-N,N-dimethylpyridine-3-sulfonamideYield 85.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 1.9 g (8.8 mmol) of 6-chloro-N,N-dimethylpyridine-3-sulfonamide and 4.6 mL (91.5 mmol) of hydrazine monohydrate in 10 mL of EtOH is heated for 2 hours at 80° C. The precipitate obtained, after cooling to room temperature, is filtered off and then washed with 10 mL of EtOH and dried under vacuum. 1.62 g of 6-hydrazino-N,N-dimethylpyridine-3-sulfonamide are obtained in the form of a white powder.

Workup

  1. customThe precipitate obtained
  2. temperatureafter cooling to room temperature
  3. filtrationis filtered off
  4. washwashed with 10 mL of EtOH
  5. customdried under vacuum

Sources & evidence

ORD record
ord-03e3e2556767432c8364a95b97ccb0ce
Source dataset
uspto-grants-2013_09
Patent number
US08541455B2

Reaction notes

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