HCID 21820054, compound → HCID 20538577, compound

HRID 1065842Notes

Reaction equation

HRID 1065842 reaction equation
[NH:1]([C:3]1[N:4]=[N:5][C:6]([Cl:12])=[CH:7][C:8]=1[C:9]([NH2:11])=[O:10])[NH2:2].[N:13]([O-])=O.[Na+]>C(O)(=O)C.O>[Cl:12][C:6]1[CH:7]=[C:8]([C:9]([NH2:11])=[O:10])[C:3]2[N:4]([N:13]=[N:2][N:1]=2)[N:5]=1

Participants

5

Reactant 2

HCID 21820054HCID 21820054, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 20538577HCID 20538577, compoundYield 77.5%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To an ice-cold solution of 3-hydrazino-4-aminocarbonyl-6-chloro-pyridazine (4.2 g; 0.0244 mole) [obtained as reported in J. Het. Chemistry, 7, 465 (1970)] in 15% acetic acid, a solution of sodium nitrite (1.55 g) in water (10 ml) was added dropwise. After stirring for one hour at 5°-10° C., the separated precipitate was filtered, crystallized from water, filtered again and dried under vacuum at 50° C. to give 3.44 g (77.5%) of the title compound, m.p. 226° C. (dec.).

Workup

  1. filtrationthe separated precipitate was filtered
  2. customcrystallized from water
  3. filtrationfiltered again
  4. customdried under vacuum at 50° C.

Sources & evidence

ORD record
ord-a2ddb950553b4fbd92554fb2977cc755
Source dataset
uspto-grants-1982_05
Patent number
US04331666

Reaction notes

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