Ammonia → 6-Chloro-5-methylpyridazin-3-amine
Reaction equation
[NH3:1].[Cl:2][C:3]1[N:4]=[N:5][C:6](Cl)=[CH:7][C:8]=1[CH3:9]>C(O)C>[Cl:2][C:3]1[N:4]=[N:5][C:6]([NH2:1])=[CH:7][C:8]=1[CH3:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
Ammonia (32% solution in water, 54 mL) was added to a solution of 3,6-dichloro-4-methylpyridazine (5.0 g, 30.67 mmol) in ethanol (25 mL) in a sealed tube. The resulting mixture was stirred at 100° C. for 70 hours, cooled down and the solvent was removed under reduced pressure. The residue was purified by flash chromatography (3:2 hexanes/ethyl acetate to 100% ethyl acetate) to yield the title compound (3.8 g, 57%) as a mixture of two isomers which was used in the next step without further purification.
Workup
- temperaturecooled down
- customthe solvent was removed under reduced pressure
- customThe residue was purified by flash chromatography (3:2 hexanes/ethyl acetate to 100% ethyl acetate)
Sources & evidence
- ORD record
- ord-ec512ba95bcd4741a25a5a1a0c7f6954
- Source dataset
- uspto-grants-2015_09
- Patent number
- US09133200B2
Reaction notes
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