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5294-61-1

Basic Information
CAS No.: 5294-61-1
Name: N-(2,6-Diphenylmethyl)-1-piperazine acetylamine
Article Data: 21
Molecular Structure:
Molecular Structure of 5294-61-1 (N-(2,6-Diphenylmethyl)-1-piperazine acetylamine)
Formula: C14H21N3O
Molecular Weight: 247.34
Synonyms: 1-Piperazineaceto-2',6'-xylidide(7CI,8CI);4-[(2,6-Dimethylphenyl)aminocarbonylmethyl]piperazine;1-Piperazineacetamide,N-(2,6-dimethylphenyl)-;RS 94287;1-[N-(2, 6-dimethylphenyl)-Carbamoylmethyl] piperazine;N-(2,6-Dimethylphenyl)-2-piperazinylacetamide;
EINECS: 610-916-8
Density: 1.101±0.06 g/cm3(Predicted)
Melting Point: 110-112 °C
Boiling Point: 411.2 °C at760mmHg
Flash Point: 202.5 °C
Safety: pale beige solid
PSA: 44.37000
LogP: 1.48680
Synthetic route
1131-01-7

2-chloro-N-(2,6-dimethylphenyl)acetamide

57260-71-6

1-t-Butoxycarbonylpiperazine

5294-61-1

N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

Conditions
ConditionsYield
In water at 80 - 110℃; for 7h;95%
110-85-0

piperazine

1131-01-7

2-chloro-N-(2,6-dimethylphenyl)acetamide

5294-61-1

N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In water at 20 - 60℃; for 3h;85%
In ethanol at 80℃; for 3h; Product distribution / selectivity;77%
In methanol at 25℃; Reflux; Large scale reaction;71%
1324752-00-2

tert-butyl 4-(2-((2,6-dimethylphenyl)amino)-2-oxoethyl)piperazine-1-carboxylate

5294-61-1

N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 0℃; for 3h;72%
110-85-0

piperazine

50-00-0

formaldehyd

119072-54-7, 2769-71-3

2,6-dimethylphenyl isonitrile

5294-61-1

N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

Conditions
ConditionsYield
With 2-(hydroxymethyl)benzoic acid In methanol Ugi Condensation; Reflux;70%
142-63-2

piperazine hexahydrate

1131-01-7

2-chloro-N-(2,6-dimethylphenyl)acetamide

5294-61-1

N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

Conditions
ConditionsYield
In ethanol for 3h; Reflux;63%
110-85-0

piperazine

1131-01-7

2-chloro-N-(2,6-dimethylphenyl)acetamide

A

2,2'-(piperazine-1,4-diyl)bis(N-(2,6-dimethylphenyl)acetamide)

B

5294-61-1

N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

Conditions
ConditionsYield
In methanol at 25℃; Reflux; Large scale reaction;A 34.6%
B 21%
With hydrogenchloride In isopropyl alcohol at 80℃; for 21h; Inert atmosphere;
Stage #1: piperazine With hydrogenchloride In water at 10 - 30℃; Inert atmosphere; Large scale;
Stage #2: 2-chloro-N-(2,6-dimethylphenyl)acetamide In water at 80℃; for 2h; Solvent; Time; Concentration; Inert atmosphere; Large scale;
A n/a
B 5.12 kg
With sodium carbonate In tetrahydrofuran at 20℃; for 72h;
108-18-9

diisopropylamine

1131-01-7

2-chloro-N-(2,6-dimethylphenyl)acetamide

5294-61-1

N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

Conditions
ConditionsYield
In ethanol
1131-01-7

2-chloro-N-(2,6-dimethylphenyl)acetamide

5294-61-1

N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol
With N-ethyl-N,N-diisopropylamine In ethanol
Multi-step reaction with 2 steps
1: triethylamine / acetonitrile / 4 h / 25 °C
2: trifluoroacetic acid / dichloromethane / 3 h / 0 °C
View Scheme
87-62-7

2,6-dimethylaniline

5294-61-1

N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium carbonate / dichloromethane / 1.5 h / 10 - 15 °C / Large scale reaction
2: methanol / 25 °C / Reflux; Large scale reaction
View Scheme
Multi-step reaction with 2 steps
1: sodium carbonate / dichloromethane / 1.5 h / 10 - 15 °C / Large scale reaction
2: methanol / 25 °C / Reflux; Large scale reaction
View Scheme
Multi-step reaction with 2 steps
1: water / 2 h / 20 °C
2: water / 7 h / 80 - 110 °C
View Scheme

piperazine monophosphate

1131-01-7

2-chloro-N-(2,6-dimethylphenyl)acetamide

5294-61-1

N-(2,6-dimethylphenyl)-2-(piperazin-1-yl)acetamide

Conditions
ConditionsYield
In water Reflux;
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    5294-61-1 CAS NO.5294-61-1

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Chemistry

Following is the structure of N-(2,6-Diphenylmethyl)-1-piperazine acetylamine (CAS NO.5294-61-1):
               
IUPAC Name: N-(2,6-Dimethylphenyl)-2-piperazin-1-ylacetamide
Molecular Formula: C14H21N3O
Molecular Weight: 247.34 g/mol
XLogP3-AA: 1.2
H-Bond Donor: 2
H-Bond Acceptor: 3
Rotatable Bond Count: 3
Tautomer Count: 2
Exact Mass: 247.168462
MonoIsotopic Mass: 247.168462
Topological Polar Surface Area: 44.4
Heavy Atom Count: 18
Complexity: 266
Index of Refraction: 1.568
Molar Refractivity: 73.54 cm3
Polarizability: 29.15×10-24cm3
Surface Tension: 44.1 dyne/cm
Molar Volume: 224.6 cm3
Density: 1.101 g/cm3
Flash Point: 202.5 °C
Melting Point: 110-112 °C
Enthalpy of Vaporization: 66.36 kJ/mol
Boiling Point: 411.2 °C at 760 mmHg
Vapour Pressure: 5.7E-07 mmHg at 25 °C
Appearance of N-(2,6-Diphenylmethyl)-1-piperazine acetylamine (CAS NO.5294-61-1): pale beige solid
Product Categories: Intermediatesofranolazine; Intermediates & Fine Chemicals; Metabolites & Impurities; Pharmaceuticals; Ranolazine
Canonical SMILES: CC1=C(C(=CC=C1)C)NC(=O)CN2CCNCC2
InChI: InChI=1S/C14H21N3O/c1-11-4-3-5-12(2)14(11)16-13(18)10-17-8-6-15-7-9-17/h3-5,15H,6-10H2,1-2H3,(H,16,18)

Uses

 N-(2,6-Diphenylmethyl)-1-piperazine acetylamine (CAS NO.5294-61-1) is used for a metabolite of Ranolazine .

Safety Profile

HazardClass of N-(2,6-Diphenylmethyl)-1-piperazine acetylamine (CAS NO.5294-61-1): Irritant

Specification

  N-(2,6-Diphenylmethyl)-1-piperazine acetylamine (CAS NO.5294-61-1), its Synonyms are 1-[(2,6-Dimethylanilino)carbonyl-methyl]-piperazine ; N-(2,6-Dimethylphenyl)-1-piperazin-acetamide ; N-(2,6-Dimethyl-phenyl)-2-piperazin-1-yl-acetamide ; N-(2,6-Diphenylmethyl)-1-piperazine acetylamine ; 1-[N-(2,6-Dimethylphenyl)carbamoylmethyl]piperazine ; 1-(2,6-Dimethylphenyl)-1-piperazineacetamide . It is pale beige solid.