Nitric Acid → 3-Chloro-6-(3,5-dimethyl-4-nitro-1-pyrazolyl)-pyridazine

HRID 27891

Reaction equation

HRID 27891 reaction equation
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[Cl:10][C:11]1[N:12]=[N:13][C:14]([N:17]2[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[N:18]2)=[CH:15][CH:16]=1>O>[Cl:10][C:11]1[N:12]=[N:13][C:14]([N:17]2[C:21]([CH3:22])=[C:20]([N+:6]([O-:9])=[O:7])[C:19]([CH3:23])=[N:18]2)=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 3210733-Chloro-6-(3,5-dimethylpyrazol-1-yl)pyridazine

Product 1

HCID 125628473-Chloro-6-(3,5-dimethyl-4-nitro-1-pyrazolyl)-pyridazine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 230 ml of concentrated sulphuric acid and 230 ml of 100% nitric acid, 26 g of 3-chloro-6-(3,5-dimethyl-1-pyrazolyl)-pyridazine are added portionwise, under stirring at a temperature between 0° C. and 5° C., then the mixture is stirred at room temperature for 2 hours, poured into 1 liter of water and set aside overnight in the refrigerator. The separated crystals are filtered, washed with water and dried. Yield: 26.7 g (84.5%); m.p. 164°-167° C.

Workup

  1. additionare added portionwise
  2. stirringthe mixture is stirred at room temperature for 2 hours
  3. filtrationThe separated crystals are filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-5ecaba8dd19c4436a06c9898255e8b64
Source dataset
uspto-grants-1980_09
Patent number
US04224325

Linked notes

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