4-Fluorobenzohydrazide → 3,5-bis-(4-Fluoro-phenyl)-1H-(1,2,4)triazole

Reaction equation

[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[NH:7])=[CH:4][CH:3]=1.[F:11][C:12]1[CH:21]=[CH:20][C:15]([C:16]([NH:18]N)=O)=[CH:14][CH:13]=1>>[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2[N:8]=[C:16]([C:15]3[CH:20]=[CH:21][C:12]([F:11])=[CH:13][CH:14]=3)[NH:18][N:7]=2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 99724-Fluorobenzohydrazide

HCID 42952384-Fluorobenzamidine

Product 1

HCID 866865153,5-bis-(4-Fluoro-phenyl)-1H-(1,2,4)triazoleYield 71.2%

Procedure

4 g 4-fluoro-benzamidine was mixed with 4.5 g 4-fluoro-benzoic acid hydrazide and the mixture was melted. Then the mixture was crystallized from ethyl acetate to yield 5.3 g of the desired compound. Rt: 1.55 min (method A), (M+H)+: 258

Workup

customThen the mixture was crystallized from ethyl acetate

Sources & evidence

ORD record: ord-a56a8ce5b21741e4a2db3ea3932a470a
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08642774B2

Reaction notes

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