Hydrazine hydrate (1:1) → 3-Hydrazino-4H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxide

HRID 481964

Reaction equation

HRID 481964 reaction equation
O.CS[C:4]1[NH:9][C:8]2[CH:10]=[CH:11][N:12]=[CH:13][C:7]=2[S:6](=[O:15])(=[O:14])[N:5]=1.O.[NH2:17][NH2:18]>CO>[NH:17]([C:4]1[NH:9][C:8]2[CH:10]=[CH:11][N:12]=[CH:13][C:7]=2[S:6](=[O:15])(=[O:14])[N:5]=1)[NH2:18]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 190647513-Methylsulfanyl-4H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxide monohydrate

Product 1

HCID 101305633-Hydrazino-4H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

3-Methylsulfanyl-4H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxide monohydrate (1.0 g) was added to hydrazine hydrate (0.8 ml) and the mixture was heated to 70° C. for 30 min. After cooling, the reaction mixture was supplemented with methanol (10 ml) and the solvents were removed by distillation under reduced pressure. The residue was dissolved in NaOH 2M (20 ml), treated with charcoal, filtered, and the filtrate was adjusted to pH 6-7 with HCl 1M. The precipitate so obtained was collected by filtration, washed with water an dried (yield: 0.8 g); m.p. 290°-292° C. (Compound 1).

Workup

  1. temperatureAfter cooling
  2. customthe solvents were removed by distillation under reduced pressure
  3. dissolutionThe residue was dissolved in NaOH 2M (20 ml)
  4. additiontreated with charcoal
  5. filtrationfiltered
  6. customThe precipitate so obtained
  7. filtrationwas collected by filtration
  8. washwashed with water
  9. customan dried (yield: 0.8 g)

Sources & evidence

ORD record
ord-ee90a9060b474eaebf3e5432d679e53d
Source dataset
uspto-grants-1998_08
Patent number
US05792764

Linked notes

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