Trichloromelamine → HCID 11812220, compound

HRID 1872269Notes

Reaction equation

HRID 1872269 reaction equation
Cl[NH:2][C:3]1[N:8]=[C:7]([NH:9]Cl)[N:6]=[C:5]([NH:11]Cl)[N:4]=1.[Cl:13][CH2:14][CH2:15][CH2:16][C:17](Cl)=[O:18]>C(Cl)(Cl)(Cl)Cl>[Cl:13][CH2:14][CH2:15][CH2:16][C:17]([NH:2][C:3]1[N:8]=[C:7]([NH:9][C:17](=[O:18])[CH2:16][CH2:15][CH2:14][Cl:13])[N:6]=[C:5]([NH:11][C:17](=[O:18])[CH2:16][CH2:15][CH2:14][Cl:13])[N:4]=1)=[O:18]

Participants

4

Reactant 2

HCID 24322TrichloromelamineHCID 783704-Chlorobutyryl chloride

Product 1

HCID 11812220HCID 11812220, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2.3 g N,N',N"-trichloromelamine, 20 ml carbon tetrachloride, 8.46 g 4-chlorobutyryl chloride and 30 mg N,N-dimethylaminopyridine was placed in a 100 ml flask fitted with a magnetic stirring bar, a reflux condenser and argon inlet. The reaction mixture was slowly heated in an oil bath to about 60° C. and was stirred at about 60° C. for 5 hours. It was allowed to cool down to room temperature and then diluted with 50 ml hexanes. The contents were stirred at room temperature for 30 minutes and then filtered. The residue was washed with hexane and dried under reduced pressure. It was characterized to be N,N',N"-tris(4-chlorobutyryl)melamine on the basis of NMR and mass spectroscopy (4.2 g; 95% yield):

Workup

  1. customwas placed in a 100 ml flask
  2. customfitted with a magnetic stirring bar, a reflux condenser and argon inlet
  3. temperatureto cool down to room temperature
  4. stirringThe contents were stirred at room temperature for 30 minutes
  5. filtrationfiltered
  6. washThe residue was washed with hexane
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-a0ef3bc4df4d4bff9fc5b37acfbe4051
Source dataset
uspto-grants-2000_08
Patent number
US06107369

Reaction notes

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