7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride

Base Information

• Chemical Name: 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride
• CAS No.: 57987-77-6
• Molecular Formula: C9H9 Cl2 N . Cl H
• Molecular Weight: 238.544
• European Community (EC) Number: 261-064-5
• UNII: B4GC42360M
• DSSTox Substance ID: DTXSID10973559
• Wikidata: Q27274357
• Pharos Ligand ID: SZK7G955HNLQ
• ChEMBL ID: CHEMBL541797
• Mol file: 57987-77-6.mol

Synonyms:57987-77-6;7,8-dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride;7,8-Dichloro-1,2,3,4-tetrahydroisoquinolinium chloride;SK&F 64139;EINECS 261-064-5;UNII-B4GC42360M;B4GC42360M;7,8-dichloro-1,2,3,4-tetrahydroisoquinoline;hydrochloride;CHEMBL541797;SK&F-64139;SK-64139;C9H9Cl2N.ClH;D0C9DC;C9-H9-Cl2-N.Cl-H;SCHEMBL11211829;DTXSID10973559;7,8-dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride salt;SKF-64139;AS-83134;LS-186707;CS-0099424;FT-0708881;7,8-dichlorotetrahydroisoquinoline hydrochloride;E81188;EN300-299966;Q27274357;7,8-dichloro-1,2,3,4-tetra-hydroisoquinoline hydrochloride;7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline--hydrogen chloride (1/1);ISOQUINOLINE, 7,8-DICHLORO-1,2,3,4-TETRAHYDRO-, HYDROCHLORIDE (1:1)

Chemical Property of 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride

Chemical Property:

• Vapor Pressure: 0.000589mmHg at 25°C
• Melting Point: 225-227 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))
• Boiling Point: 310.7°Cat760mmHg
• Flash Point: 141.7°C
• PSA: 16.61000
• Density: g/cm³
• LogP: 0.18610
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 236.987882
• Heavy Atom Count: 13
• Complexity: 163

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC2=C1C=CC(=C2Cl)Cl.Cl

Technology Process of 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride

There total 10 articles about 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride 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: 85.0%

2-acetyl-7,8-dichloro-1,2,3,4-tetrahydroisoquinoline (61563-45-9) → SKF 64139 hydrochloride (57987-77-6)

Guidance literature:

With hydrogenchloride; for 4h; Heating;

DOI:10.1021/jo01298a038

Reference yield: 80.0%

2-(2,3,-dichlorobenzylamino) 1-ethanol hydrochloride (74819-76-4) → SKF 64139 hydrochloride (57987-77-6)

Guidance literature:

With ammonium chloride; aluminium trichloride; at 185 ℃; for 15h;

DOI:10.1016/S0040-4039(00)92728-X

Reference yield:

2,3-dichlorobenzylaldehyde (6334-18-5) → SKF 64139 hydrochloride (57987-77-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / benzene / Heating

2: concd. H₂SO₄ / 0.5 h / 140 - 150 °C

3: H₂ / PtO₂ / methanol / 25 °C / 3102.9 Torr

4: acetic anhydride / acetic acid / 1 h / Heating

5: 16.7 g / 12 N HCl / 4 h / Heating

With hydrogenchloride; sulfuric acid; hydrogen; acetic anhydride; platinum(IV) oxide; In methanol; acetic acid; benzene;

DOI:10.1021/jm00179a007

upstream raw materials:

2-acetyl-7,8-dichloro-1,2,3,4-tetrahydroisoquinoline

2-(2,3,-dichlorobenzylamino) 1-ethanol hydrochloride

7,8-dichloroisoquinoline

7,8-dichloro-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

Chloroacetamide

Refernces

• 1、 Perchonock,Lantos,Finkelstein,Holden. "Facile synthesis of halo-substituted tetrahydroisoquinolines and tetrahydro-2-benzazepines via N-acetyl-1,2-dihydroisoquinolines". . p. 1950 - 1953. Retrieved 2007/10/02.
• 2、 Mendelson, W. L.,Spainhour, C. B.,Jones, S. S.,Lam, B. L.,Wert, K. L.. "INTRAMOLECULAR FRIEDEL-CRAFTS ALKYLATIONS. II. AN EFFICIENT SYNTHESIS OF BIOLOGICALLY ACTIVE 1,2,3,4-TETRAHYDROISOQUINOLINES". . p. 1393 - 1396. Retrieved 2007/10/02.