Acetyl chloride → HCID 15292069, compound

HRID 1757580Notes

Reaction equation

HRID 1757580 reaction equation
[CH2:1]([NH:5][C:6]1[CH:11]=[C:10]([CH3:12])[N:9]=[C:8]([N:13]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:7]=1[NH2:28])[CH2:2][CH2:3][CH3:4].[C:29](Cl)(=O)[CH3:30].P(Cl)(Cl)(Cl)=O>C1(C)C=CC=CC=1>[CH2:1]([N:5]1[C:6]2[CH:11]=[C:10]([CH3:12])[N:9]=[C:8]([N:13]([CH2:14][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[C:7]=2[N:28]=[C:29]1[CH3:30])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 24813Phosphorus oxychlorideHCID 70282540HCID 70282540, compound

Product 1

HCID 15292069HCID 15292069, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

N4 -n-Butyl-6-methyl-N2, N2 -bis(phenylmethyl)pyridine-2,3,4-triamine (0.65 g, 1.7 mmole) was combinedwith toluene (10 mL) and acetyl chloride (0.12 mL, 1.7 mmole) and stirred at ambient temperature for 15 minutes. Phosphorous oxychloride (0.31 mL) was added and the reaction mixture was heated at reflux overnight. The reaction mixture was evaporated. The residue was purified by silica gel column chromatography eluting with hexane:ethyl acetate (70:30) to provide0.18 g of the desired product.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux overnight
  3. customThe reaction mixture was evaporated
  4. customThe residue was purified by silica gel column chromatography
  5. washeluting with hexane:ethyl acetate (70:30) to provide0

Sources & evidence

ORD record
ord-c3092f38dcb44dcd8c5a7e0ac9a469bc
Source dataset
uspto-grants-1995_08
Patent number
US05446153

Reaction notes

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