Ammonium Hydroxide → 6-(Trifluoromethyl)pyridazin-3-amine
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]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- waitAfter this period
- customthe reaction mixture was evaporated
- extractionthe residue was extracted with dichloromethane
- extractionThe combined extract
- dry with materialwas dried over with MgSO4
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-9e9fdb0f450b452a90aeaae5586db777
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08921353B2
Reaction notes
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