2,4-Dichlorobenzohydrazide → 3-(2,4-dichlorophenyl)-4-methyl-5-(4-penten-1-yl)-4H-1,2,4-triazole

Reaction equation

[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:3]=1[C:4]([NH:6][NH2:7])=O.Cl.[CH3:14][NH:15][C:16](=NC)[CH2:17][CH2:18][CH2:19][CH:20]=[CH2:21]>>[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:3]=1[C:4]1[N:15]([CH3:14])[C:16]([CH2:17][CH2:18][CH2:19][CH:20]=[CH2:21])=[N:7][N:6]=1

Participants

Reactant 2

HCID 1385962,4-Dichlorobenzohydrazide

HCID 86630240N,N'-dimethyl-5-hexenimidamide hydrochloride

Product 1

HCID 576919263-(2,4-dichlorophenyl)-4-methyl-5-(4-penten-1-yl)-4H-1,2,4-triazole

Procedure

The title compound was prepared in analogy to Preparation 11 in 0.16 g yield starting from 2,4-dichlorobenzohydrazide (0.62 g) and N,N′-dimethyl-5-hexenimidamide hydrochloride (0.48 g). MS (m/z): 296 [MH]+.

Workup

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Sources & evidence

ORD record: ord-c810ba5ec0bb49df8aa1896dab462a09
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947683B2

Reaction notes

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