Ammonia → 5-amino-3-benzylamino-1H-indazole

HRID 25397Notes

Reaction equation

HRID 25397 reaction equation
[CH2:1]([NH:8][C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([N+:18]([O-])=O)[CH:16]=2)[NH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)C.N>O>[NH2:18][C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[NH:11][N:10]=[C:9]2[NH:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 702EthanolHCID 22567151HCID 22567151, compound

Product 1

HCID 225673005-amino-3-benzylamino-1H-indazoleYield 28.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5-Amino-3-benzylamino-1H-indazole can be obtained as described in Example 4 from 0.6 g of 3-benzylamino-5-nitro-1H-indazole, 22 ml of ethanol, 4.5 g of ferrous sulfate, 7 ml of water and 5.4 ml of 32% aqueous ammonia. 0.15 g of 5-amino-3-benzylamino-1H-indazole is thus obtained in the form of a brown powder melting at 196° C.

Sources & evidence

ORD record
ord-6e84379ad08745859e7af0c1a96d4bf5
Source dataset
uspto-grants-2005_02
Patent number
US06858638B2

Reaction notes

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