Ammonia → 3-Phenyl-1H-indazol-5-amine

HRID 25364

Reaction equation

HRID 25364 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[C:7]2[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([O-])=O.C(O)C.N>O>[NH2:1][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[C:7]2[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 702EthanolHCID 6174445-Nitro-3-phenyl-1H-indazole

Product 1

HCID 224801043-Phenyl-1H-indazol-5-amineYield 48%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-Amino-3-phenyl-1H-indazole can be obtained as described in Example 4 from 5 g of 5-nitro-3-phenyl-1H-indazole, 75 ml of ethanol, 77.5 g of ferrous sulfate, 65 ml of water and 50 ml of 32% aqueous ammonia. 2.1 g of 5-amino-3-phenyl-1H-indazole are thus obtained in the form of a white powder melting at 62° C.

Sources & evidence

ORD record
ord-3b7d0aa7aca74dddad1bf774894979be
Source dataset
uspto-grants-2005_02
Patent number
US06858638B2

Linked notes

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