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-trifluoromethyl-pyridazine (1.6 g, 8.8 mmol) (prepared by a procedure similar to that described in Tetrahedron, 1999, 55 (52), 15067-15070) and ammonium hydroxide (30 ml) in THF (10 ml) was heated at 100° C. in a microwave reactor (Emrys Optimizer; 0-9 Barr) for 1 h. After this period, the reaction mixture was evaporated and the residue extracted with dichloromethane. The combined extracts were dried (MgSO4), filtered and the solvents evaporated in vacuo to give D6 (1.3 g, 93%). C5H4F3N3 requires 163; Found 164 (MH+)
Workup
- customprepared by a procedure similar to
- waitAfter this period
- customthe reaction mixture was evaporated
- extractionthe residue extracted with dichloromethane
- dry with materialThe combined extracts were dried (MgSO4)
- filtrationfiltered
- customthe solvents evaporated in vacuo
Sources & evidence
- ORD record
- ord-7157ef4b97684c03a32b00946bae8736
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08940743B2
Reaction notes
Loading…