Ammonia → 2-Amino-4-(3-chloropropyl)-6-trichloromethyl-1,3,5-triazine

HRID 652231Notes

Reaction equation

HRID 652231 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]1[N:10]=[C:9]([C:11]([Cl:14])([Cl:13])[Cl:12])[N:8]=[C:7](C(Cl)(Cl)Cl)[N:6]=1.[NH3:19].O>O1CCCC1>[NH2:19][C:7]1[N:6]=[C:5]([CH2:4][CH2:3][CH2:2][Cl:1])[N:10]=[C:9]([C:11]([Cl:12])([Cl:13])[Cl:14])[N:8]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 201996122-(gamma-Chloropropyl)4,6-bis-(trichloromethyl)-1,3,5-triazine

Product 1

HCID 201996142-Amino-4-(3-chloropropyl)-6-trichloromethyl-1,3,5-triazine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

102.3 g of 2-(3-chloropropyl)-4,6-bis-(trichloromethyl)-1,3,5-triazine are dissolved in 100 ml of tetrahydrofuran, and to this solution are added, whilst it is being stirred at room temperature, 400 ml of concentrated aqueous ammonia solution. After 30 minutes are added 500 ml of water, and the reaction mixture is extracted twice with 100 ml of ether each time. The ether phases are dried over magnesium sulfate, filtered, and concentrated by evaporation to yiled 68.3 g of the title product as light-brown oil.

Workup

  1. additionto this solution are added, whilst it
  2. extractionthe reaction mixture is extracted twice with 100 ml of ether each time
  3. dry with materialThe ether phases are dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated by evaporation to yiled 68.3 g of the title product as light-brown oil

Sources & evidence

ORD record
ord-b31029f881ec49969f8a4e664ee93811
Source dataset
uspto-grants-1987_06
Patent number
US04670559

Reaction notes

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