N-(5-Bromopentyl)phthalimide → Hydrazine

HRID 1090257Notes

Reaction equation

HRID 1090257 reaction equation
[Na].[NH:2]1[CH:6]=[CH:5][N:4]=[N:3]1.Br[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:17](=[O:18])[C:16]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]2[C:14]1=[O:23]>>[N:2]1([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]2[C:14](=[O:23])[C:15]3=[CH:22][CH:21]=[CH:20][CH:19]=[C:16]3[C:17]2=[O:18])[CH:6]=[CH:5][N:4]=[N:3]1.[NH2:2][NH2:3]

Participants

5

Reactant 3

HCID 136770N-(5-Bromopentyl)phthalimideHCID 5360545SodiumHCID 178418936HCID 178418936, compound

Product 2

HCID 9321HydrazineHCID 19914581HCID 19914581, compound

Procedure

The reaction of the sodium salt of 1H-1,2,3-triazole and N-(5-bromopentyl)phthalimide gives N-(5-(1-H-1,2,3-triazol-1-yl)pentyl)phthalimide, which upon treatment with hydrazine in refluxing ethanol yields 5-(1H-1,2,3-triazol-1-yl)pentanamine.

Sources & evidence

ORD record
ord-f8a52381916b403193fe5a7d327095fe
Source dataset
uspto-grants-1992_01
Patent number
US05081131

Reaction notes

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