2,4-Dimethylthiosemicarbazide → HCID 22340988, compound

HRID 1166041Notes

Reaction equation

HRID 1166041 reaction equation
[CH3:1][N:2]([C:4]([NH:6][CH3:7])=[S:5])[NH2:3].[Cl:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][C:12]([C:17](=O)[C:18](O)=[O:19])=[C:11]([F:22])[CH:10]=1>CO>[Cl:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][C:12]([C:17]2[C:18](=[O:19])[N:6]([CH3:7])[C:4](=[S:5])[N:2]([CH3:1])[N:3]=2)=[C:11]([F:22])[CH:10]=1

Participants

4

Reactant 2

HCID 30341872,4-DimethylthiosemicarbazideHCID 22340999HCID 22340999, compound

Product 1

HCID 22340988HCID 22340988, compoundYield 54.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2,4-dimethylthiosemicarbazide (0.20 g) and 2-(4-chloro-2-fluoro-5-methoxyphenyl)-2-oxoacetic acid (0.38 g) in methanol (10 ml) was refluxed for 16 hours. Filtration of the reaction mixture afforded 6-(4-chloro-2-fluoro-5-methoxy-phenyl)-2,4-dimethyl-5-oxo-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazine (0.28 g). 1H NMR, CDCl3, 3.77 (3H, s), 3.91 (3H, s), 4.07 (3H, s), 7.08 (1H, d, J=6.09 Hz), 7.25 (1H, d, J=9.22 Hz).

Workup

  1. filtrationFiltration of the reaction mixture

Sources & evidence

ORD record
ord-17b0147035a34225a9a8f737b7203a32
Source dataset
uspto-grants-2003_09
Patent number
US06613718B2

Reaction notes

Loading…