Sertraline imine

Base Information

• Chemical Name: Sertraline imine
• CAS No.: 312620-93-2
• Molecular Formula: C₁₇H₁₅Cl₂N
• Molecular Weight: 304.219
• European Community (EC) Number: 811-284-8
• DSSTox Substance ID: DTXSID001137648
• Nikkaji Number: J2.925.974G
• Mol file: 312620-93-2.mol

Synonyms:Sertraline imine;SCHEMBL4620535;SCHEMBL8249516;SCHEMBL23911772;MGBVAZJASCWJGJ-LBPRGKRZSA-N;DTXSID001137648;4(S)-(3,4-Dichlorophenyl)-3,4-dihydro-N-methyl-1(2H)-naphthalenimine;N-[(4S)-4-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine;312620-93-2

Chemical Property of Sertraline imine

Chemical Property:

• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 303.0581549
• Heavy Atom Count: 20
• Complexity: 368

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN=C1CCC(C2=CC=CC=C12)C3=CC(=C(C=C3)Cl)Cl
• Isomeric SMILES: CN=C1CC[C@H](C2=CC=CC=C12)C3=CC(=C(C=C3)Cl)Cl

Technology Process of Sertraline imine

There total 7 articles about Sertraline imine 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: 99.0%

(4S)-4-(3,4-dichlorophenyl)-1-tetralone (124379-29-9,79836-44-5) + methylamine (74-89-5) → (S)-N-(4-(3,4-dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-ylidene)methanamine (312620-93-2)

Guidance literature:

toluene-4-sulfonic acid; at 60 ℃;

Reference yield: 91.0%

→ (S)-N-(4-(3,4-dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-ylidene)methanamine (312620-93-2)

Guidance literature:

Purification / work up;

Reference yield:

4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one (79560-19-3,79836-44-5) → (S)-N-(4-(3,4-dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-ylidene)methanamine (312620-93-2)

Guidance literature:

Multi-step reaction with 3 steps

1: BH₃*Me₂S / (S)-prolinol core-containing second-generation dendrimer / tetrahydrofuran / 0.8 h

2: PCC / CH₂Cl₂ / 0 - 20 °C

3: TiCl₄ / diethyl ether / -78 - 20 °C

With dimethylsulfide borane complex; titanium tetrachloride; pyridinium chlorochromate; (S)-prolinol core-containing second-generation dendrimer; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/j.tetasy.2006.07.010

upstream raw materials:

(4S)-4-(3,4-dichlorophenyl)-1-tetralone

methylamine

4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one

(1R,4S)-4-(3,4-dichloro-phenyl)-1,2,3,4-tetrahydro-naphthalen-1-ol

Downstream raw materials:

trans-(1R,4S)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine

Sertraline

sertraline hydrochloride

C₂₂H₂₅Cl₂NO₂