Triethylamine → HCID 15591933, compound

HRID 1248368Notes

Reaction equation

HRID 1248368 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([Cl:9])[N:3]=1.[Cl:10][C:11]1([Cl:16])[CH2:13][CH:12]1[CH2:14][NH2:15].C(N(CC)CC)C>C(O)C>[NH2:1][C:2]1[N:3]=[C:4]([Cl:9])[CH:5]=[C:6]([NH:15][CH2:14][CH:12]2[CH2:13][C:11]2([Cl:16])[Cl:10])[N:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 655222-Amino-4,6-dichloropyrimidineHCID 4961683(2,2-dichlorocyclopropyl)methylamine

Product 1

HCID 15591933HCID 15591933, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture consisting of 38.8 gm (0.24 mol) of 2-amino-4,6-dichloro-pyrimidine, 300 ml of ethanol, 33.1 gm (0.24 mol) of (2,2-dichloro-cyclopropylmethyl)amine and 36 ml (0.26 mol) of triethylamine was refluxed for six hours while stirring. Thereafter, the solvent was distilled off, the oily residue was stirred with about 300 ml of acetone, and the precipitated triethylamine hydrochloride was suction-filtered off. The acetone was distilled out of the filtrate in vacuo, and the residue was admixed with 500 ml of diisopropyl ether and 100 ml of water. The organic phase was separated and again washed with water, dried with magnesium sulfate, de-colorized and evaporated. The residue was triturated with gasoline (b.p. 40°-60° C.) to yield the title compound as colorless crystals.

Workup

  1. temperaturewas refluxed for six hours
  2. distillationThereafter, the solvent was distilled off
  3. stirringthe oily residue was stirred with about 300 ml of acetone
  4. filtrationthe precipitated triethylamine hydrochloride was suction-filtered off
  5. distillationThe acetone was distilled out of the filtrate in vacuo
  6. customThe organic phase was separated
  7. washagain washed with water
  8. dry with materialdried with magnesium sulfate
  9. customde-colorized and evaporated
  10. customThe residue was triturated with gasoline (b.p. 40°-60° C.)

Sources & evidence

ORD record
ord-619b3b1378b341578743d4dfea90a772
Source dataset
uspto-grants-1985_06
Patent number
US04523945

Reaction notes

Loading…