Dicyandiamide → 6-[2-Chloro-5-(trifluoromethyl)phenyl]-1,3,5-triazine-2,4-diamine

HRID 867161Notes

Reaction equation

HRID 867161 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:10]([F:13])([F:12])[F:11])[CH:6]=[CH:7][C:8]=1[Cl:9])#[N:2].[C:14]([N:16]=[C:17]([NH2:19])[NH2:18])#[N:15].[OH-].[K+]>COCCOCCOC.O>[NH2:15][C:14]1[N:16]=[C:17]([NH2:19])[N:18]=[C:1]([C:3]2[C:8]([Cl:9])=[CH:7][CH:6]=[C:5]([C:10]([F:13])([F:11])[F:12])[CH:4]=2)[N:2]=1

Participants

6

Reactant 3

HCID 10005DicyandiamideHCID 14797Potassium HydroxideHCID 676042-Chloro-5-(trifluoromethyl)benzonitrile

Product 1

HCID 232752346-[2-Chloro-5-(trifluoromethyl)phenyl]-1,3,5-triazine-2,4-diamine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8150DiglymeSolvent

Procedure

4.0 g of 3-cyano-4-chlorobenzotrifluoride (90°-102° C./29 mm Hg), 2.0 g of dicyanodiamide and 1.0 g of caustic potash are refluxed in 10 ml of diglyme for 3 hours. After cooling, the mixture is diluted with water and the separated crystals are recrystallized from methanol. Melting point: 210°-212° C.; yield: 3.8 g.

Workup

  1. temperatureAfter cooling
  2. customthe separated crystals are recrystallized from methanol

Sources & evidence

ORD record
ord-a4201581b50c48388fce64fa2b23b05b
Source dataset
uspto-grants-1978_07
Patent number
US04103009

Reaction notes

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