Hydrazine hydrate (1:1) → 2-Hydrazino-5-(methanesulfonyl)-pyridine

HRID 242238Notes

Reaction equation

HRID 242238 reaction equation
O.[NH2:2][NH2:3].CS([C:8]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][N:9]=1)(=O)=O>C(O)C>[NH:2]([C:8]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][N:9]=1)[NH2:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 131026752,5-Bis(methylsulfonyl)pyridine

Product 1

HCID 99642932-Hydrazino-5-(methanesulfonyl)-pyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
15 °C

Procedure

1.7 ml (1.7 g, 34.0 mmol) hydrazine hydrate are added to 2.0 g (8.5 mmol) 2,5-bis-(methylsulfonyl)pyridine [Woods et al., J. Heterocycl. Chem. 1984, 21, 97-101] in 15 ml ethanol and the mixture is stirred under reflux for 4 h. For working up, the reaction solution is cooled to 15° C., the solid which has precipitated out is filtered off, the residue on the filter is washed with ethanol and diethyl ether and the product is dried in vacuo.

Workup

  1. temperatureunder reflux for 4 h
  2. customthe solid which has precipitated out
  3. filtrationis filtered off
  4. washthe residue on the filter is washed with ethanol and diethyl ether
  5. customthe product is dried in vacuo

Sources & evidence

ORD record
ord-d5f3286a65cc4237a43b62a8c5ed4538
Source dataset
uspto-grants-2014_02
Patent number
US08653111B2

Reaction notes

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