2,4-Dimethylthiazole-5-carbohydrazide → 4-methyl-3-(4-methyl-1,3-thiazol-5-yl)-5-(4-penten-1-yl)-4H-1,2,4-triazole

Reaction equation

C[C:2]1[S:3][C:4]([C:8]([NH:10][NH2:11])=O)=[C:5]([CH3:7])[N:6]=1.Cl.[CH3:13][NH:14][C:15](=NC)[CH2:16][CH2:17][CH2:18][CH:19]=[CH2:20]>>[CH3:13][N:14]1[C:15]([CH2:16][CH2:17][CH2:18][CH:19]=[CH2:20])=[N:11][N:10]=[C:8]1[C:4]1[S:3][CH:2]=[N:6][C:5]=1[CH3:7]

Participants

Reactant 2

HCID 27436692,4-Dimethylthiazole-5-carbohydrazide

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

Product 1

HCID 576918854-methyl-3-(4-methyl-1,3-thiazol-5-yl)-5-(4-penten-1-yl)-4H-1,2,4-triazole

Procedure

The title compound was prepared in analogy to Preparation 11 in 0.31 g yield starting from 2,4-dimethyl-thiazole-5-carboxylic acid hydrazide (0.52 g) and N,N′-dimethyl-5-hexenimidamide hydrochloride (0.58 g). MS (m/z): 249 [MH]+.

Workup

customyield

Sources & evidence

ORD record: ord-a69be5f9d8f2491fb78534d8907da9cf
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947683B2

Reaction notes

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