(S)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Base Information

• Chemical Name: (S)-1-((4-chlorophenyl)(phenyl)methyl)piperazine
• CAS No.: 439858-21-6
• Molecular Formula: C17H19 Cl N2
• Molecular Weight: 286.804
• Hs Code.: 2933599090
• UNII: PW8N1I3GWE
• DSSTox Substance ID: DTXSID50196008
• Nikkaji Number: J1.668.916E
• Wikidata: Q27286789
• ChEMBL ID: CHEMBL3769741
• Mol file: 439858-21-6.mol

Synonyms:439858-21-6;(S)-1-((4-chlorophenyl)(phenyl)methyl)piperazine;Norchlorcyclizine, (+)-;(S)-(+)-1-[(4-Chlorophenyl)phenylmethyl]piperazine;(S)-1-[(4-Chlorophenyl)phenylmethyl]piperazine;(S)-1-(p-Chlorobenzhydryl)piperazine;UNII-PW8N1I3GWE;PW8N1I3GWE;1-[(S)-(4-chlorophenyl)-phenylmethyl]piperazine;(+)-1-((4-Chlorophenyl)phenylmethyl)piperazine;Piperazine, 1-((S)-(4-chlorophenyl)phenylmethyl)-;(-)-1-[(4-Chlorophenyl)phenylmethyl]piperazine;(+)-norchlorcyclizine;1-[(R)-(4-Chlorophenyl)phenylmethyl]-piperazine;SCHEMBL6556514;CHEMBL3769741;DTXSID50196008;BCP08799;(S)-Phenyl(4-chlorophenyl)piperazinomethane;A7023;CS-0166226;1-[(S)-(4-Chloro-phenyl)-phenyl-methyl]-piperazine;Q27286789;(S)-1-((4-chlorophenyl)(phenyl)methyl)piperazine? (Cetirizine Impurity

Chemical Property of (S)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

Chemical Property:

• Vapor Pressure: 6.66E-07mmHg at 25°C
• Refractive Index: 1.592
• Boiling Point: 409.1°C at 760 mmHg
• PKA: 8.99±0.10(Predicted)
• Flash Point: 193.3°C
• PSA: 15.27000
• Density: 1.158g/cm³
• LogP: 3.60130
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 286.1236763
• Heavy Atom Count: 20
• Complexity: 277

Purity/Quality:

97% ^*data from raw suppliers

(S)-1-[(4-Chlorophenyl)phenylmethyl]piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl
• Isomeric SMILES: C1CN(CCN1)[C@@H](C2=CC=CC=C2)C3=CC=C(C=C3)Cl
• Uses: Intermediate in the production of (S)-Cetirizine (C281105).

Technology Process of (S)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

There total 12 articles about (S)-1-((4-chlorophenyl)(phenyl)methyl)piperazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

(S)-2-acetylamino-3-phenylpropanoic acid (2018-61-3) + N-(4-chlorobenzhydryl)piperazine (303-26-4) → (R)-(-)-1-[(4-chlorophenyl)phenylmethyl]piperazine N-acetyl-L-phenylalanine salt (1161573-31-4) + 1-[(S)-(4-chlorophenyl)(phenyl)methyl]piperazine (439858-21-6)

Guidance literature:

In ethyl acetate; at 20 - 60 ℃; for 12h; Purification / work up;

Reference yield:

C2H2O4*C17H19ClN2 (1198162-49-0) → 1-[(S)-(4-chlorophenyl)(phenyl)methyl]piperazine (439858-21-6)

Guidance literature:

With sodium hydroxide; In n-heptane; water; at 55 ℃; for 2h; pH=13 - 14;

Reference yield:

(-)-1-[(4-chloro-phenyl)-phenyl-methyl]-4-(4-methoxy-benzyl)piperazine (1198162-46-7) → 1-[(S)-(4-chlorophenyl)(phenyl)methyl]piperazine (439858-21-6)

Guidance literature:

(-)-1-[(4-chloro-phenyl)-phenyl-methyl]-4-(4-methoxy-benzyl)piperazine; With carbonochloridic acid 1-chloro-ethyl ester; In tetrahydrofuran; for 3h; Reflux;

With methanol; for 16h; Product distribution / selectivity; Reflux;

upstream raw materials:

1-[(S)-(4-Chloro-phenyl)-phenyl-methyl]-4-(toluene-4-sulfonyl)-piperazine

4-chlorobenzaldehyde

benzaldehyde

(R,E)-2-methyl-N-(phenylmethylene)-2-propanesulfinamide

Downstream raw materials:

(S)-(-)-cetirizine ethyl ester

(+)-Cetirizine dihydrochloride

C₂H₂O₄*C₁₇H₁₉ClN₂

N-[4-(2-{4-[(S)-(4-chlorophenyl)(phenyl)methyl]-1-piperazinyl}acetyl)phenyl]acetamide