2,4,5,6-Tetrachloropyrimidine → HCID 20337592, compound

HRID 1706244Notes

Reaction equation

HRID 1706244 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([Cl:9])=[C:4]([Cl:10])[N:3]=1.[CH:11]([C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=1)=[CH2:12].C(N(CC)C(C)C)(C)C>CC(C)=O>[CH:11]([C:13]1[CH:19]=[CH:18][C:16]([NH:17][C:6]2[C:5]([Cl:9])=[C:4]([Cl:10])[N:3]=[C:2]([Cl:1])[N:7]=2)=[CH:15][CH:14]=1)=[CH2:12]

Participants

5

Reactant 3

HCID 156902,4,5,6-TetrachloropyrimidineHCID 737004-AminostyreneHCID 81531Diisopropylethylamine

Product 1

HCID 20337592HCID 20337592, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 21.8 g (0.1 moles) of 2,4,5,6-tetrachloropyrimidine in 150 ml of acetone being stirred at 0°-5° C. was added dropwise over a 1/2 hr. period a solution of 11.9 g (0.1 mole) of 4-vinylaniline and 12.9 g (0.1 mole) of N,N-di-iso-propylethylamine. After stirring for 2 hr. at room temperature, the product was isolated by pouring the reaction mixture into 1 of ice water. The solid was collected by filtration and dried in vacuo at room temperature to give 28 g. Recrystallization from a solution of 120 ml of benzene and 200 ml of ligroin gave 17.5 g (58%) (mp 112°-114°).

Workup

  1. additionwas added dropwise over a 1/2 hr
  2. customat room temperature, the product was isolated
  3. filtrationThe solid was collected by filtration
  4. customdried in vacuo at room temperature
  5. customto give 28 g
  6. customRecrystallization from a solution of 120 ml of benzene and 200 ml of ligroin
  7. customgave 17.5 g (58%) (mp 112°-114°)

Sources & evidence

ORD record
ord-c958e7b1ee304893bfb44307fd9d381e
Source dataset
uspto-grants-1980_06
Patent number
US04206279

Reaction notes

Loading…