Sulfuric Acid → 1-(4-chloro-2-fluoro-5-hydroxyphenyl)-5-fluoro-2-methoxy-4-trifluoromethyl-6(1H)-pyrimidinone

HRID 1193931Notes

Reaction equation

HRID 1193931 reaction equation
[Cl:1][C:2]1[C:7]([O:8]C(C)C)=[CH:6][C:5]([N:12]2[C:17](=[O:18])[C:16]([F:19])=[C:15]([C:20]([F:23])([F:22])[F:21])[N:14]=[C:13]2[O:24][CH3:25])=[C:4]([F:26])[CH:3]=1.S(=O)(=O)(O)O>>[Cl:1][C:2]1[C:7]([OH:8])=[CH:6][C:5]([N:12]2[C:17](=[O:18])[C:16]([F:19])=[C:15]([C:20]([F:23])([F:21])[F:22])[N:14]=[C:13]2[O:24][CH3:25])=[C:4]([F:26])[CH:3]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 212707511-(4-chloro-2-fluoro-5-isopropoxyphenyl)-5-fluoro-2-methoxy-4-trifluoromethyl-6(1H)-pyrimidinone

Product 1

HCID 212707411-(4-chloro-2-fluoro-5-hydroxyphenyl)-5-fluoro-2-methoxy-4-trifluoromethyl-6(1H)-pyrimidinone

Procedure

using 1-(4-chloro-2-fluoro-5-isopropoxyphenyl)-5-fluoro-2-methoxy-4-trifluoromethyl-6(1H)-pyrimidinone with concentrated sulphuric acid during 2 minutes at 0° C. there is obtained 1-(4-chloro-2-fluoro-5-hydroxyphenyl)-5-fluoro-2-methoxy-4-trifluoromethyl-6(1H)-pyrimidinone, 1H14 NMR (CDCl3, 400 MHz): 7.30 ppm (d,1H), 6.87 ppm (d,1H), 4.00 ppm (s,3H);

Workup

  1. customduring 2 minutes
  2. customat 0° C.

Sources & evidence

ORD record
ord-a55fa309d55a4da9b72fe686ec990332
Source dataset
uspto-grants-1989_03
Patent number
US04812164

Reaction notes

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