4-Fluorophenylglyoxal hydrate → 5-(4-Fluoro-phenyl)-3-methylsulfanyl-[1,2,4]triazine

HRID 1771296Notes

Reaction equation

[NH:1]([C:3]([S:5][CH3:6])=[NH:4])[NH2:2].O.[F:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([CH:17]=O)=O)=[CH:11][CH:10]=1>>[CH3:6][S:5][C:3]1[N:1]=[N:2][CH:17]=[C:15]([C:12]2[CH:13]=[CH:14][C:9]([F:8])=[CH:10][CH:11]=2)[N:4]=1

Participants

Reactant 2

HCID 27374704-Fluorophenylglyoxal hydrate

HCID 178504051Methyl hydrazinecarbimidothioate

Product 1

HCID 6542465-(4-Fluoro-phenyl)-3-methylsulfanyl-[1,2,4]triazineYield 69%

Procedure

3-(Methylsulfanyl)-5-(4-fluorophenyl)-1,2,4-triazine (6.00 g, 69%) was prepared from methyl hydrazinecarbimidothioate (4.51 g, 43.0 mmol) and 4-fluorophenylglyoxal monohydrate (6.60 g, 43.0 mmol) according to the general procedure of Preparation 2.

Workup

customaccording to the general procedure of Preparation 2

Sources & evidence

ORD record: ord-c5f953ae782c4214968f1707bf7ab0f4
Source dataset: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09249130B2

Reaction notes

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