Dimethylamine → 2,4-Dichloro-6-(dimethylamino)-1,3,5-triazine

HRID 903320Notes

Reaction equation

HRID 903320 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].[CH3:10][NH:11][CH3:12]>CCOCC>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([N:11]([CH3:12])[CH3:10])[N:7]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 7954Cyanuric chloride

Product 1

HCID 169852,4-Dichloro-6-(dimethylamino)-1,3,5-triazine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

A suspension of cyanuric chloride (27.6 g.) in anhydrous ether (600 ml.) was kept at -30° C. and treated with dimethylamine (13.5 g.). Following the addition the mixture was allowed to warm to 0° C. and poured on to ice. The ether layer was separated, dried, kand evaporated and the residue crystallised from light petroleum to give the product (26.0 g.) having a melting point of 123°-124° C.

Workup

  1. customwas kept at -30° C.
  2. additionthe addition the mixture
  3. additionpoured on to ice
  4. customThe ether layer was separated
  5. customdried
  6. customevaporated
  7. customthe residue crystallised from light petroleum
  8. customto give the product (26.0 g.)

Sources & evidence

ORD record
ord-268bf0d197194a8f95d104798829cfe2
Source dataset
uspto-grants-1980_10
Patent number
US04226990

Reaction notes

Loading…