1-(2-Chloro-4-fluoro-5-nitrophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trione → 1-(5-Amino-2-chloro-4-fluorophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trione

HRID 1489860Notes

Reaction equation

HRID 1489860 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N+:9]([O-])=O)=[CH:4][C:3]=1[N:12]1[C:17](=[O:18])[NH:16][C:15](=[O:19])[N:14]([CH3:20])[C:13]1=[O:21].[H][H]>[Pt].C(OCC)(=O)C>[NH2:9][C:5]1[C:6]([F:8])=[CH:7][C:2]([Cl:1])=[C:3]([N:12]2[C:17](=[O:18])[NH:16][C:15](=[O:19])[N:14]([CH3:20])[C:13]2=[O:21])[CH:4]=1

Participants

5

Reactant 2

HCID 572803321-(2-Chloro-4-fluoro-5-nitrophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trioneHCID 178418361HCID 178418361, compound

Product 1

HCID 109350601-(5-Amino-2-chloro-4-fluorophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trione

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1-(2-chloro-4-fluoro-5-nitrophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trione (28.5 g, 0.09 mol) and 5% platinum on activated carbon (1 g) in ethyl acetate is hydrogenated at 55 psi until hydrogen uptake is complete. The reaction mixture is then filtered and concentrated in vacuo to give the title product as a white solid, mp 244°-245° C.

Workup

  1. filtrationThe reaction mixture is then filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-50e20b70677d49b4bdde9fb531a7ea42
Source dataset
uspto-grants-1997_10
Patent number
US05679791

Reaction notes

Loading…