5271-27-2

Basic information

• Product Name: 1-Methyl-3-phenylpiperazine
• Synonyms: 1-N-METHYL-3-PHENYL-PIPERAZINE;1-METHYL-3-PHENYLPIPERAZINE;Piperazine, 1-methyl-3-phenyl- (7CI,8CI,9CI);(3S)-1-methyl-3-phenyl-2,3,5,6-tetrahydropyrazine;1-Methyl-3-phenyl;1-Methyl-3-phenylpiperazine 97%;(+/-)-3-Phenyl-1-methylpiperazine;1-Methyl-3-phenylpiperazine ,98%
• CAS NO: 5271-27-2
• Molecular Formula: C₁₁H₁₆N₂
• Molecular Weight: 176.26
• EINECS: 432-360-3
• Product Categories: PIPERIDINE;Piperidines, Piperidones, Piperazines;Piperaizine;Piperazine derivates;Aromatics;Heterocycles;Building Blocks;Heterocyclic Building Blocks;Piperazines
• Mol File: 5271-27-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 56-60 °C(lit.)
• Boiling Point: 85 °C
• Flash Point: 85°C/0.5mm
• Appearance: Pale yellow/Needles or Crystals
• Density: 0.991 g/cm³
• Vapor Pressure: 0.00382mmHg at 25°C
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 8.52±0.40(Predicted)
• Water Solubility: soluble
• Sensitive: Air Sensitive
• CAS DataBase Reference: 1-Methyl-3-phenylpiperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-3-phenylpiperazine(5271-27-2)
• EPA Substance Registry System: 1-Methyl-3-phenylpiperazine(5271-27-2)

Safety Data

• Hazard Codes: T,Xi
• Statements: 25-34-36/37/38
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2923 8/PG 3
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 5271-27-2(Hazardous Substances Data)

Usage

Chemical Properties

1-Methyl-3-phenylpiperazine is Off-White Solid

Uses

Different sources of media describe the Uses of 5271-27-2 differently. You can refer to the following data:
1. Piperazine derivative used as reference materials for forensic laboratories. They affect the central and the autonomic nervous systems, the blood pressure, and smooth muscle.
2. 1-Methyl-3-phenylpiperazine used as reference materials for forensic laboratories. They affect the central and the autonomic nervous systems, the blood pressure, and smooth muscle.

InChI:InChI=1/C11H16N2/c1-13-8-7-12-11(9-13)10-5-3-2-4-6-10/h2-6,11-12H,7-9H2,1H3/p+2/t11-/m1/s1

Upstream product

• 109-01-3 1-methyl-piperazine 
• 100-58-3 phenylmagnesium bromide 
• 799796-66-0 1-methyl-2-oxo-3-phenylpiperazine 
• 23174-98-3 1-benzyl-4-methyl-2-phenyl-piperazine 

Downstream Products

• 61338-13-4 2-(4-methyl-2-phenyl-1-piperazinyl)-3-pyridinecarboxylic acid 
• 61337-88-0 3-cyano-2-(4-methyl-2-phenyl-1-piperazynyl)pyridine 
• 333738-24-2 2-(4-methyl-3-phenylpiperazinyl)pyridine-3-carbonitrile 
• 1174064-76-6 C₂₂H₁₈N₆ 
• 5271-29-4 1,4-dimethyl-2-phenylpiperazine 
• 1174064-73-3 1-(2-cyanophenyl)-2-oxohydropyridine-3-carbonitrile 
• 1072159-75-1 1-methyl-3-phenylpiperazine hydrochloride 
• 1210859-18-9 4-Methyl-2-phenyl-piperazin-1-ylamine 
• 931115-08-1 (3S)-1-methyl-3-phenylpiperazine 
• 960403-87-6 (3R)-1-methyl-3-phenylpiperazine 
• 1346681-93-3 (2S)-1-(3-mesitylpropanoyl)-4-methyl-2-phenylpiperazine 

Relevant articles and documents

α-Functionalization of Cyclic Secondary Amines: Lewis Acid Promoted Addition of Organometallics to Transient Imines

Cyclic imines, generated in situ from their corresponding N-lithiated amines and a ketone hydride acceptor, undergo reactions with a range of organometallic nucleophiles to generate α-functionalized amines in a single operation. Activation of the transient imines by Lewis acids that are compatible with the presence of lithium alkoxides was found to be crucial to accommodate a broad range of nucleophiles including lithium acetylides, Grignard reagents, and aryllithiums with attenuated reactivities.

Process for preparing 1-methyl-3-phenylpiperazine using a novel intermediate

The present invention describes an industrially advantageous process to prepare highly pure 1-Methyl-3-phenylpiperazine of Formula I that makes use of a novel piperazine derivative, 4-Benzyl-1-methyl-2-oxo-3-phenylpiperazine, represented by Formula II 1-Methyl-3-phenylpiperazine is a useful intermediate in the preparation of antidepressant Mirtazapine.

Novel method for the preparation of piperazine and its derivatives

A novel method for the synthesis of piperazine and its derivatives of formula 1, 1wherein R is selected from hydrogen, or a lower alkyl group having 1 to 6 carbon atoms or a phenylalkyl group the alkyl of which has 1 to 4 carbon atoms; R1 is selected from hydrogen, a methyl group, a phenyl group optionally substituted with an alkyl group having 1 to 6 carbon atoms, or a phenylalkyl group the alkyl of which has 1 to 4 carbon atoms; and R2 is selected from hydrogen, or a methyl group, or a fluoromethyl group; 2comprising the steps: a. reacting an ester of formula 11 with substituted or unsubstituted ethylenediamine of formula 7 to give 3,4-dehydropiperazine-2-one and its derivatives of formula 12, wherein R, R1, R2 are as defined above and R6 is a C1 to C4 linear or branched alkyl group; and b. reacting the 3,4-dehydro-piperazine-2-one and its derivatives of formula 12 with a reducing agent to yield the piperazine and its derivatives of formula 1.