Triethylamine → HCID 13080163, compound

HRID 223360Notes

Reaction equation

HRID 223360 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]([Cl:12])([Cl:11])[Cl:10])[N:3]=1.C(N(CC)CC)C.Cl[C:21]([O:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:22]>CCOCC>[CH3:8][C:6]1[N:5]=[C:4]([C:9]([Cl:12])([Cl:10])[Cl:11])[N:3]=[C:2]([O:1][C:21]([O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:22])[CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 178429333HCID 178429333, compound

Product 1

HCID 13080163HCID 13080163, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 5.6 g (0.02 mole) 4-hydroxy-6-methyl-2-trichloromethylpyrimidine, 2.0 g (0.02 moles) triethylamine, and 100 ml ether was added 3.2 g (0.07 mole) phenyl chloroformate. The solution refluxed on addition and a precipitate formed. This was stirred 0.5 hour, filtered, and the filtrate rotary evaporated to give 6.6 g (76% yield) thick oily residue. Extraction with ligroin gave, on cooling of the extract, 3.7 g pure product as a viscous oil. The structure was confirmed via infrared and elemental analysis.

Workup

  1. temperatureThe solution refluxed on addition
  2. customa precipitate formed
  3. filtrationfiltered
  4. customthe filtrate rotary evaporated

Sources & evidence

ORD record
ord-a816d89191784e31b884dd383ca127b3
Source dataset
uspto-grants-1982_10
Patent number
US04353908

Reaction notes

Loading…