Triethylamine → HCID 20523131, compound

HRID 223135Notes

Reaction equation

HRID 223135 reaction equation
[Cl:1][C:2]1[C:3]([OH:13])=[N:4][C:5]([C:9]([Cl:12])([Cl:11])[Cl:10])=[N:6][C:7]=1[CH3:8].[F:14][C:15]1[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=1[C:17](Cl)=O.C(N(CC)CC)C>C(OCC)C>[Cl:1][C:2]1[C:3]([O:13][CH2:17][C:16]2[CH:20]=[CH:21][CH:22]=[CH:23][C:15]=2[F:14])=[N:4][C:5]([C:9]([Cl:10])([Cl:11])[Cl:12])=[N:6][C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 98082-Fluorobenzoyl chlorideHCID 178432777HCID 178432777, compound

Product 1

HCID 20523131HCID 20523131, compoundYield 113.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 5.8 g (0.02 mole) 5-chloro-4-hydroxy-6-methyl-2-trichloromethylpyrimidine, 3.2 g (0.02 mole) 2-fluorobenzoyl chloride, and 2.0 g (0.02 mole) triethylamine in 100 ml diethyl ether was refluxed for 17 hours. After removal of triethylamine hydrochloride by filtration, the filtrate was concentrated in-vacuo to leave 8.4 g of residue, which, after recrystallization from ligroin, gave 4.6 g (59% yield) of pure product; m.p. 101° C.

Workup

  1. customAfter removal of triethylamine hydrochloride
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated in-vacuo

Sources & evidence

ORD record
ord-f23489bc129c4feb8b03324ddd55d517
Source dataset
uspto-grants-1982_10
Patent number
US04352806

Reaction notes

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