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

HRID 1248377Notes

Reaction equation

HRID 1248377 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-chloro-n-propyl)-4,6-bis-(trichloromethyl)-1,3,5-triazine are dissolved in 100 ml of tetrahydrofuran, and to this solution are added at room temperature, with stirring, 400 ml of concentrated aqueous ammonia solution. After 30 minutes, 500 ml of water are addded, 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 leave 68.3 g of title product in the form of light-brown oil.

Workup

  1. additionto this solution are added at room temperature
  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

Sources & evidence

ORD record
ord-f347435542864956b4aaf97785a07137
Source dataset
uspto-grants-1985_06
Patent number
US04523947

Reaction notes

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