Formamide → Penconazole

Reaction equation

[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH2:17][CH2:18][CH3:19])[CH2:10][N:11]([CH:15]=O)[NH:12][CH:13]=O.C([NH2:22])=O>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]([CH2:17][CH2:18][CH3:19])[CH2:10][N:11]1[CH:15]=[N:22][CH:13]=[N:12]1

Participants

Reactant 2

HCID 713Formamide

HCID 20257016HCID 20257016, compound

Product 1

HCID 91693Penconazole

Procedure

6.2 g of the 1-[2-(2,4-dichlorophenyl)-pentyl-1,2-diformylhydrazine obtained according to Example 14 are heated, without purification, in 50 ml of formamide at 170° C. for 6 hours. Chromatography of the product obtained yields 1-[2-(2,4-dichlorophenyl)-pentyl]-1H-1,2,4-triazole, the 1H-NMR spectrum of which agrees with the 1H-NMR spectrum of the same compound described in Example 12.

Workup

customChromatography of the product obtained

Sources & evidence

ORD record: ord-11d8ef2b707a44308120a68f7f44cd06
Source dataset: uspto-grants-1985_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04556717

Reaction notes

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