1H-Indazole → Hydrazine

HRID 1090258Notes

Reaction equation

HRID 1090258 reaction equation
[Na].[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[N:3]1.Br[CH2:12][CH2:13][CH2:14][N:15]1[C:19](=[O:20])[C:18]2=[CH:21][CH:22]=[CH:23][CH:24]=[C:17]2[C:16]1=[O:25]>CN(C)C=O>[N:2]1([CH2:12][CH2:13][CH2:14][N:15]2[C:19](=[O:20])[C:18]3=[CH:21][CH:22]=[CH:23][CH:24]=[C:17]3[C:16]2=[O:25])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[N:3]1.[NH2:2][NH2:3]

Participants

6

Reactant 3

HCID 92211H-IndazoleHCID 21611N-3-BromopropylphthalimideHCID 5360545Sodium

Product 2

HCID 9321HydrazineHCID 19914595HCID 19914595, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The reaction of the sodium salt of indazole with N-(3-bromopropyl)phthalimide in dimethylformamide solution gives N-(3-(1H-indazol-1-yl)propyl)phthalimide, which upon treatment with hydrazine in refluxing ethanol leads to (3-(1H-indazol-1-yl)propanamine.

Sources & evidence

ORD record
ord-ef9907ac7a374042843984db435467c5
Source dataset
uspto-grants-1992_01
Patent number
US05081131

Reaction notes

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