5-methyl-6-nitro-1H-indazole → 5-methyl-1H-indazol-6-amine
Reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[N+:11]([O-])=O)[NH:7][N:6]=[CH:5]2>C(O)C.O.N>[NH2:11][C:10]1[CH:9]=[C:8]2[C:4]([CH:5]=[N:6][NH:7]2)=[CH:3][C:2]=1[CH3:1]Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
8 g (45.2 mmol) of 5-methyl-6-nitro-indazole (formula 51), obtained according to E. Noelting, Ber. Dtsch. Chem. Ges. 37 (1904) 2556, are dissolved in 640 ml of 50% aqueous ethanol. A mixture of 80 g of ferrous sulphate in 400 ml of water and 80 ml of aqueous ammonia were added. The reaction mixture was refluxed for 20 hours and filtered while still hot. Removal of the ethanol and purification of the precipitated product with charcoal yielded 4.80 g (72%) of the target compound, m.p. 241°-242° C.
Workup
- additionwere added
- temperatureThe reaction mixture was refluxed for 20 hours
- filtrationfiltered while still hot
- customRemoval of the ethanol and purification of the precipitated product with charcoal
Sources & evidence
- ORD record
- ord-fb3ea4d420e54dd1a56ed33b0f20ad0c
- Source dataset
- uspto-grants-1982_10
- Patent number
- US04352931
Reaction notes
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