1,2,3,4-Tetrahydroisoquinoline hydrochloride

Base Information

• Chemical Name: 1,2,3,4-Tetrahydroisoquinoline hydrochloride
• CAS No.: 14099-81-1
• Molecular Formula: C9H12ClN
• Molecular Weight: 169.654
• Hs Code.: 29334990
• European Community (EC) Number: 677-558-2
• DSSTox Substance ID: DTXSID30930967
• ChEMBL ID: CHEMBL3246076
• Mol file: 14099-81-1.mol

Synonyms:1,2,3,4-Tetrahydroisoquinoline hydrochloride;14099-81-1;1,2,3,4-Tetrahydro-isoquinoline HCl;Isoquinoline, 1,2,3,4-tetrahydro-, hydrochloride (1:1);1,2,3,4-Tetrahydroisoquinolinehydrochloride;1,2,3,4-tetrahydroisoquinoline;hydrochloride;tetrahydroisoquinoline hydrochloride;SCHEMBL987515;CHEMBL3246076;AMY3832;DTXSID30930967;CHEBI:195102;MGFREDWKELGWML-UHFFFAOYSA-N;MFCD00012740;1,2,3,4-Tetrahydroisoquinoline HCl;AKOS015904551;AS-38487;CS-0171464;FT-0606197;T1637;A807714;1,2,3,4-TETRAHYDROISOQUINOLINE, HYDROCHLORIDE;Isoquinoline,1,2,3,4-tetrahydro-, hydrochloride (1:1);1,2,3,4-Tetrahydroisoquinoline--hydrogen chloride (1/1)

Chemical Property of 1,2,3,4-Tetrahydroisoquinoline hydrochloride

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 0.0588mmHg at 25°C
• Melting Point: 198-202 °C
• Boiling Point: 232.5 °C at 760 mmHg
• Flash Point: 98.9 °C
• PSA: 12.03000
• Density: 1.006 g/cm³
• LogP: 2.46310
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: almost transparency
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 169.0658271
• Heavy Atom Count: 11
• Complexity: 111

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2,3,4-TetrahydroisoquinolineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC2=CC=CC=C21.Cl

Technology Process of 1,2,3,4-Tetrahydroisoquinoline hydrochloride

There total 7 articles about 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: 100.0%

1,2,3,4-tetrahydroisoquinoline (91-21-4) → 1,2,3,4-tetrahydroisoquinoline (14099-81-1)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; for 2h; Reflux;

DOI:10.1080/00397911.2015.1096943

Reference yield: 93.0%

3,4-Dihydro-1H-isoquinoline-2-carboxylic acid 1-(3,5-dimethoxy-phenyl)-2-oxo-2-phenyl-ethyl ester → 5,7-Dimethoxy-2-phenylbenzofuran (34911-33-6) + 1,2,3,4-tetrahydroisoquinoline (14099-81-1)

Guidance literature:

In benzene; Irradiation;

DOI:10.1016/0040-4039(95)01184-J

Reference yield: 85.0%

2-Prop-2-ynyl-benzonitrile → 1,2,3,4-tetrahydroisoquinoline (14099-81-1)

Guidance literature:

2-Prop-2-ynyl-benzonitrile; With C₄₆H₁₇₈O₄₁Si₄₂; titanium(IV)isopropoxide; In toluene; at 100 ℃; for 39h; Inert atmosphere;

With hydrogenchloride; water; In toluene; at 20 ℃; for 4h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2013.11.101

upstream raw materials:

ethyl 6-chloro-6-oxohexanoate

1,2,3,4-tetrahydroisoquinoline

hydrogenchloride

3.4-dihydro isoquinoline borane

Downstream raw materials:

N-benzyloxycarbonyl-1,2,3,4-tetrahydroisoquinoline

2-[4-(3,5-dichloro-phenoxy)-5-methyl-2H-pyrazol-3-yl]-1-(3,4-dihydro-1H-isoquinolin-2-yl)-ethanone

5-{5-[2-(3,4-dihydro-1H-isoquinolin-2-yl)-2-oxo-ethyl]-3-methyl-1H-pyrazol-4-yloxy}-isophthalonitrile

4-((6-(3,4-dihydroisoquinolin-2(1H)-yl)pyrimidin-4-ylamino)methyl)-N-ethyl-N-m-tolylbenzamide

Refernces

• 1、 Oestreich, Martin,Seliger, Jan. "Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts". supporting information. p. 247 - 251. Retrieved 2020/10/29.
• 2、 Laval, Stéphane,Dayoub, Wissam,Pehlivan, Leyla,Métay, Estelle,Favre-Reguillon, Alain,Delbrayelle, Dominique,Mignani, Gérard,Lemaire, Marc. "Straightforward access to cyclic amines by dinitriles reduction". supporting information. p. 975 - 983. Retrieved 2014/01/23.