4-Nitrobenzoyl chloride → HCID 178507637, compound

HRID 485755Notes

Reaction equation

HRID 485755 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([OH:10])=[N:2]1.[N+:11]([C:14]1[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][CH:15]=1)([O-])=O.[N+](C1C=CC=C2C=1C(C(=O)C1C=CC=CC=1)=NN2)([O-])=O>>[NH2:11][C:14]1[CH:22]=[CH:21][C:17]([C:18]([N:1]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]([OH:10])=[N:2]2)=[O:19])=[CH:16][CH:15]=1

Participants

4

Reactant 3

HCID 85024-Nitrobenzoyl chlorideHCID 81829IndazolinoneHCID 131714318HCID 131714318, compound

Product 1

HCID 178507637HCID 178507637, compound

Procedure

Reaction of 1H-indazol-3-ol with p-nitrobenzoyl chloride and subsequent catalytic reduction of the nitrobenzoyl indazol derivative according to the general procedure B above afforded the desired amine as a colorless solid in 49.1% overall yield; m.p. 233°-235° C.

Sources & evidence

ORD record
ord-5807ef67498e45e9b2d9c372952ee8ae
Source dataset
uspto-grants-1985_08
Patent number
US04537966

Reaction notes

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