Water → HCID 19025376, compound

HRID 1033165Notes

Reaction equation

HRID 1033165 reaction equation
[Cl:1][C:2]([C:30]([F:33])([F:32])[F:31])([CH2:6][C:7]1[CH:12]=[C:11]([F:13])[C:10]([N:14]2[C:19](=[O:20])[CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[N:16]([CH3:25])[C:15]2=[O:26])=[CH:9][C:8]=1[N+:27]([O-])=O)[C:3](O)=[O:4].O>C(O)(=O)C.[Fe]>[Cl:1][C:2]1([C:30]([F:33])([F:32])[F:31])[CH2:6][C:7]2[C:8](=[CH:9][C:10]([N:14]3[C:19](=[O:20])[CH:18]=[C:17]([C:21]([F:23])([F:22])[F:24])[N:16]([CH3:25])[C:15]3=[O:26])=[C:11]([F:13])[CH:12]=2)[NH:27][C:3]1=[O:4]

Participants

5

Reactant 2

HCID 962WaterHCID 19025377HCID 19025377, compound

Product 1

HCID 19025376HCID 19025376, compoundYield 53.5%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

This compound was prepared in a manner analogous to that of Step D of Example 1, using 6.8 grams (0.013 mole) of 2-chloro-2-trifluoromethyl-3-[5-fluoro-2-nitro-4-(1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedion-3-yl)phenyl]propanoic acid, 7.0 grams (0.130 g-atom) of iron powder, and 20 mL of water in 100 mL of acetic acid, yielding 3.2 grams of 3-(3-chloro-6-fluoro-3,4-dihydro-3-trifluoromethylquinolin-2-on-7-yl)-1-methyl-6-trifluoromethyluracil. The NMR spectrum was consistent with the proposed structure.

Workup

  1. customThis compound was prepared in a manner analogous to that of Step D of Example 1

Sources & evidence

ORD record
ord-c4d168e3c0984a0599ab895d0a059aab
Source dataset
uspto-grants-1994_05
Patent number
US05310723

Reaction notes

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