Phosphorus oxychloride → 2-chloro-1-(4-chloro-2-fluoro-5-isopropoxyphenyl)-4-trifluoromethyl-6(1H)-pyrimidinone

HRID 1193935Notes

Reaction equation

HRID 1193935 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH:9]([CH3:11])[CH3:10])=[CH:6][C:5]([N:12]2[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[NH:14][C:13]2=O)=[C:4]([F:24])[CH:3]=1.P(Cl)(Cl)([Cl:27])=O>N1C=CC=CC=1>[Cl:27][C:13]1[N:12]([C:5]2[CH:6]=[C:7]([O:8][CH:9]([CH3:11])[CH3:10])[C:2]([Cl:1])=[CH:3][C:4]=2[F:24])[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[N:14]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 114285773-(4-chloro-2-fluoro-5-isopropoxyphenyl)-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 212707782-chloro-1-(4-chloro-2-fluoro-5-isopropoxyphenyl)-4-trifluoromethyl-6(1H)-pyrimidinone

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

using 3-(4-chloro-2-fluoro-5-isopropoxyphenyl)-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione with phosphorus oxychloride and pyridine within 20 minutes at 30°-35° C. and thereafter for 1 hour at 70° C. there is obtained 2-chloro-1-(4-chloro-2-fluoro-5-isopropoxyphenyl)-4-trifluoromethyl-6(1H)-pyrimidinone, m.p. 101°-103° C.;

Workup

  1. customwithin 20 minutes
  2. customat 30°-35° C.

Sources & evidence

ORD record
ord-1d359cc139314c55aa7f232b6e8a0541
Source dataset
uspto-grants-1989_03
Patent number
US04812164

Reaction notes

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