Basic information Safety Supplier Related

N-(2,6-Diphenylmethyl)-1-piperazine acetylamine

Basic information Safety Supplier Related

N-(2,6-Diphenylmethyl)-1-piperazine acetylamine Basic information

Product Name:
N-(2,6-Diphenylmethyl)-1-piperazine acetylamine
Synonyms:
  • N-(2,6-dimethylphenyl)-2-piperazin-1-yl-ethanamide
  • 1-Piperazineacetamide, N-(2,6-dimethylphenyl)-
  • Ranolazine impurity G
  • N-(2,6-Dimethylphenyl)-1-Piper
  • N-(2,6-Dimethylphenyl)-2- 1-Piperazinyl)Acetamide
  • 1-Piperazineaceto-2',6'-xylidide
  • 4-[(2,6-Dimethylphenyl)aminocarbonylmethyl]piperazine
  • N-(2,6-Dimethylphenyl)-2-piperazinylacetamide
CAS:
5294-61-1
MF:
C14H21N3O
MW:
247.34
EINECS:
610-916-8
Product Categories:
  • Ranolazine
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • INTERMEDIATESOFRANOLAZINE
Mol File:
5294-61-1.mol
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N-(2,6-Diphenylmethyl)-1-piperazine acetylamine Chemical Properties

Melting point:
110-112°C
Boiling point:
411.2±45.0 °C(Predicted)
Density 
1.101±0.06 g/cm3(Predicted)
vapor pressure 
0-0Pa at 20-25℃
storage temp. 
-20°C Freezer
solubility 
DMSO, Methanol
pka
14.62±0.70(Predicted)
form 
Crystalline Powder
color 
Light gray
InChIKey
NJKRFQIWDJSYOK-UHFFFAOYSA-N
LogP
0.74 at 20℃ and pH12
CAS DataBase Reference
5294-61-1(CAS DataBase Reference)
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Safety Information

HazardClass 
IRRITANT
HS Code 
2934990002
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N-(2,6-Diphenylmethyl)-1-piperazine acetylamine Usage And Synthesis

Chemical Properties

Pale Beige Solid

Uses

A metabolite of Ranolazine.

Synthesis

142-63-2

1131-01-7

5294-61-1

The general procedure for the synthesis of N-(2,6-dimethylphenyl)-1-piperazine acetamide from piperazine hexahydrate and 2,6-dimethylchloroacetanilide was as follows: 58.3 g (0.3 mol) of piperazine hexahydrate was dissolved in 230 ml of ethanol, followed by the addition of 50.0 g (0.25 mol) of 2-chloro-N-(2,6-dimethylphenyl)acetamide. The reaction mixture was heated under reflux conditions for 3 hours until the reaction was complete. After completion of the reaction, the mixture was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure followed by addition of 80 ml of water. The mixture was extracted with water and dichloromethane, and after separation of the organic layer, it was concentrated under vacuum at 60 °C to give 39.4 g of N-(2,6-dimethylphenyl)-1-piperazine acetamide in 63% yield. The product was characterized by 1HNMR (CDCl3): δ 2.23-2.27 (s, 6H), 2.67 (s, 4H), 2.96-2.98 (t, 4H), 3.19-3.21 (s, 2H), 7.08-7.26 (m, 3H), 8.69 (s, 1H).

References

[1] Patent: US2013/90475, 2013, A1. Location in patent: Paragraph 0029; 0030

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