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 976960Notes

Reaction equation

HRID 976960 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-d1f533fdf33d441889b34c5755a9fe82
Source dataset
uspto-grants-1997_03
Patent number
US05612481

Reaction notes

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