2-Methoxyethanol → 2,4-Diamino-6-(3-trifluoromethyl-6-methoxyethoxyphenyl)-s-triazine

HRID 867162Notes

Reaction equation

HRID 867162 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]=1Cl)#[N:2].[C:14]([N:16]=[C:17]([NH2:19])[NH2:18])#[N:15].[OH-].[K+].[CH3:22][O:23][CH2:24][CH2:25][OH:26]>O>[NH2:15][C:14]1[N:16]=[C:17]([NH2:19])[N:18]=[C:1]([C:3]2[C:8]([O:26][CH2:25][CH2:24][O:23][CH3:22])=[CH:7][CH:6]=[C:5]([C:10]([F:13])([F:12])[F:11])[CH:4]=2)[N:2]=1

Participants

6

Reactant 4

HCID 80192-MethoxyethanolHCID 10005DicyandiamideHCID 14797Potassium HydroxideHCID 676042-Chloro-5-(trifluoromethyl)benzonitrile

Product 1

HCID 706208032,4-Diamino-6-(3-trifluoromethyl-6-methoxyethoxyphenyl)-s-triazine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6.3 g of 3-cyano-4-chlorobenzotrifluoride, 3.1 g of dicyanodiamide and 1.0 g of caustic potash are refluxed in 10 ml of methyl cellosolve for 5 hours. After cooling, the mixture is diluted with water and the separated crystals are recrystallized from methanol. Melting point: 224°-226° C.; yield: 4.3 g.

Workup

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

Sources & evidence

ORD record
ord-874cebf8d8674615a01d27a802c31932
Source dataset
uspto-grants-1978_07
Patent number
US04103009

Reaction notes

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