Phosphorus oxychloride → methyl 2-chloro-5-[2-chloro-6-oxo-4-trifluoromethyl-1(6H)-pyrimidinyl]-4-fluorobenzoate

HRID 1193937Notes

Reaction equation

HRID 1193937 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([F:12])[C:9]([N:13]2[C:18](=[O:19])[CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[NH:15][C:14]2=O)=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].P(Cl)(Cl)([Cl:27])=O>N1C=CC=CC=1>[Cl:1][C:2]1[CH:11]=[C:10]([F:12])[C:9]([N:13]2[C:18](=[O:19])[CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[N:15]=[C:14]2[Cl:27])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 12056787Methyl 2-chloro-5-(2,6-dioxo-4-(trifluoromethyl)-2,3-dihydropyrimidin-1(6H)-yl)-4-fluorobenzoate

Product 1

HCID 21270772methyl 2-chloro-5-[2-chloro-6-oxo-4-trifluoromethyl-1(6H)-pyrimidinyl]-4-fluorobenzoate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

using methyl 2-chloro-5-[3,6-dihydro-2,6-dioxo-4-trifluoromethyl-1(2H)-pyrimidinyl]-4-fluorobenzoate with phosphorus oxychloride and pyridine within 7 hours at room temperature there is obtained methyl 2-chloro-5-[2-chloro-6-oxo-4-trifluoromethyl-1(6H)-pyrimidinyl]-4-fluorobenzoate, m.p. 89°-91° C.;

Workup

  1. customwithin 7 hours
  2. customat room temperature

Sources & evidence

ORD record
ord-2c01165c5d964f228e6fa45c06b4ee1b
Source dataset
uspto-grants-1989_03
Patent number
US04812164

Reaction notes

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