Ammonium Hydroxide → 6-(Trifluoromethyl)pyridazin-3-amine

HRID 1022168Notes

Reaction equation

HRID 1022168 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:7]=1.[OH-].[NH4+:13]>C1COCC1>[F:9][C:8]([F:11])([F:10])[C:5]1[N:4]=[N:3][C:2]([NH2:13])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 282425263-Chloro-6-(trifluoromethyl)pyridazine

Product 1

HCID 598058596-(Trifluoromethyl)pyridazin-3-amineYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 3-chloro-6-trifluoromethylpyridazine (1.6 g, 8.80 mmol) and ammonium hydroxide (9 mL) in THF (3 mL) was heated at 100° C. in a microwave reactor for 1 h. After this period, the reaction mixture was evaporated and the residue was extracted with dichloromethane. The combined extract was dried over with MgSO4, filtered, and evaporated under reduce pressure to afford 301a (1.3 g, 93%) as a white solid. MS-ESI: [M+H]+ 164.1

Workup

  1. waitAfter this period
  2. customthe reaction mixture was evaporated
  3. extractionthe residue was extracted with dichloromethane
  4. extractionThe combined extract
  5. dry with materialwas dried over with MgSO4
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-f9f5abf97ea149c995e1ed4a11e3b02a
Source dataset
uspto-grants-2014_05
Patent number
US08716274B2

Reaction notes

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