Water → HCID 20548202, compound

HRID 2059106Notes

Reaction equation

HRID 2059106 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5]([Cl:6])=[N:4][C:2]=1Cl.[CH2:10]([NH2:22])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21].O>CC(C)=O>[Cl:6][C:5]1[N:7]=[C:8]([Cl:9])[N:1]=[C:2]([N:22]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[C:2]2[N:1]=[C:8]([Cl:9])[N:7]=[C:5]([Cl:6])[N:4]=2)[N:4]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7954Cyanuric chlorideHCID 13583Dodecylamine

Product 1

HCID 20548202HCID 20548202, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To a solution of cyanuric chloride (38.0 g) in acetone (350 ml) was added dropwise a suspension of dodecylamine (18.5 g) in acetone (40 ml) at 10° C. After addition, the mixture was stirred for 4 hours at that temperature. The reaction mixture was poured into water (2 l) and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and ethyl acetate was distilled off. The resulting oil was purified with silica gel column chromatography (eluent=benzene:n-hexane=4:1) to afford N,N-bis-(2,4-dichloro-1,3,5-triazine-6-yl)-n-dodecylamine as white crystals melting at 50°-53° C.

Workup

  1. additionAfter addition
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous sodium sulfate and ethyl acetate
  4. distillationwas distilled off
  5. customThe resulting oil was purified with silica gel column chromatography (eluent=benzene:n-hexane=4:1)

Sources & evidence

ORD record
ord-9559f1685f4b4f6b8265049094584624
Source dataset
uspto-grants-1982_03
Patent number
US04321374

Reaction notes

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