Hydrazine hydrate (1:1) → 6-Hydrazinyl-5-methoxy-3-pyridinesulfonamide

HRID 1680393Notes

Reaction equation

HRID 1680393 reaction equation
Cl[C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([S:10](=[O:13])(=[O:12])[NH2:11])=[CH:4][N:3]=1.O.[NH2:15][NH2:16]>CO>[NH:15]([C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([S:10](=[O:13])(=[O:12])[NH2:11])=[CH:4][N:3]=1)[NH2:16]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 234561496-Chloro-5-methoxypyridine-3-sulfonamide

Product 1

HCID 234561476-Hydrazinyl-5-methoxy-3-pyridinesulfonamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

2-Chloro-3-methoxy-5-sulfamoylpyridine (0.3 g, 1.35×10-3 mole) and hydrazine hydrate (0.53 g, approximately 0.01 mole) were added to methanol (20 ml). After refluxing overnight, the reaction mixture was stripped of methanol in vacuo to yield an oil which was cooled in an ice bath and triturated with water (5 ml). The precipitate was collected by filtration and air dried; yield, 0.22 g (75 percent).

Workup

  1. temperatureAfter refluxing overnight
  2. customto yield an oil which
  3. temperaturewas cooled in an ice bath
  4. customtriturated with water (5 ml)
  5. filtrationThe precipitate was collected by filtration and air
  6. customdried
  7. customyield

Sources & evidence

ORD record
ord-608a8918b7ad4a2e8c10452b88540f13
Source dataset
uspto-grants-1981_06
Patent number
US04273706

Reaction notes

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