Triethylamine → HCID 13579893, compound

HRID 65381Notes

Reaction equation

HRID 65381 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[C:5]([S:9][CH3:10])=[C:4]([Cl:11])[N:3]=1.C(N(CC)CC)C.[CH:19]([O:22][CH2:23][CH2:24][CH2:25][NH2:26])([CH3:21])[CH3:20]>C1(C)C=CC=CC=1>[Cl:11][C:4]1[C:5]([S:9][CH3:10])=[C:6]([Cl:8])[N:7]=[C:2]([NH:26][CH2:25][CH2:24][CH2:23][O:22][CH:19]([CH3:21])[CH3:20])[N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 761943-IsopropoxypropylamineHCID 122255442,4,6-Trichloro-5-methylsulfanyl-pyrimidine

Product 1

HCID 13579893HCID 13579893, compoundYield 27.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

68.5 g (0.3 mole) of 2,4,6-trichloro-5-methylthiopyrimidine are dissolved in 300 ml of toluene. 30.3 g (0.3 mole) of triethylamine and 35.1 g (0.3 mole) of isopropoxypropylamine are added dropwise at 0° C. After the mixture had been subsequently stirred at room temperature for 1 hour, it is diluted with 500 ml of toluene and the organic phase is washed with water. After drying over sodium sulphate and removal of the solvent in vacuo, the resulting residue is stirred with 100 ml of petroleum ether, filtered off with suction, rinsed with petroleum ether and dried. 25.3 g (27.2% of theory) of the above-mentioned pyrimidine, melting point: 88° C., are thus obtained.

Workup

  1. washthe organic phase is washed with water
  2. dry with materialAfter drying over sodium sulphate and removal of the solvent in vacuo
  3. stirringthe resulting residue is stirred with 100 ml of petroleum ether
  4. filtrationfiltered off with suction
  5. washrinsed with petroleum ether
  6. customdried

Sources & evidence

ORD record
ord-8da94d8fab044e368db50f6bb8487cc1
Source dataset
uspto-grants-1986_09
Patent number
US04614532

Reaction notes

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