7-Chloro-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 7-Chloro-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 82771-60-6
• Molecular Formula: C9H10ClN
• Molecular Weight: 167.638
• Hs Code.: 2933499090
• ChEMBL ID: CHEMBL149023
• DSSTox Substance ID: DTXSID60503764
• Nikkaji Number: J2.561.205A
• Pharos Ligand ID: KVUFPMN2GZ53
• Wikidata: Q72459607
• Mol file: 82771-60-6.mol

Synonyms:7-Chloro-1,2,3,4-tetrahydroisoquinoline;82771-60-6;7-Chloro-1,2,3,4-tetrahydro-isoquinoline;MFCD05861543;CHEMBL149023;ISOQUINOLINE, 7-CHLORO-1,2,3,4-TETRAHYDRO-;SCHEMBL329775;AMY5104;DTXSID60503764;BLRKQLICTKRDDZ-UHFFFAOYSA-N;BDBM50029102;AKOS005256821;AB22480;AC-28292;MS-20425;SY041604;CS-0096854;FT-0699030;EN300-148709;A840439;J-519184;7-chloro-1,2,3,4-tetrahydro-isoquinoline, AldrichCPR;F9995-1252

Chemical Property of 7-Chloro-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• Melting Point: 214-217 °C(Solv: ethanol (64-17-5))
• Boiling Point: 267.686 °C at 760 mmHg
• PKA: 9.15±0.20(Predicted)
• Flash Point: 115.693 °C
• PSA: 12.03000
• Density: 1.162 g/cm³
• LogP: 2.31450
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 167.0501770
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

7-Chloro-1,2,3,4-tetrahydroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC2=C1C=CC(=C2)Cl

Technology Process of 7-Chloro-1,2,3,4-tetrahydroisoquinoline

There total 16 articles about 7-Chloro-1,2,3,4-tetrahydroisoquinoline 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: 79.0%

C9H12ClNO (1004522-39-7) → 7-chloro-1,2,3,4-tetrahydro-isoquinoline (82771-60-6)

Guidance literature:

C₉H₁₂ClNO; With thionyl chloride; In 1,2-dimethoxyethane; at 20 ℃;

In 1,2-dimethoxyethane; water; at 20 ℃; Further stages.;

DOI:10.1021/jo701877h

Reference yield:

7-chloroisoquinoline (34784-06-0) → 7-chloro-1,2,3,4-tetrahydro-isoquinoline (82771-60-6)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; at 25 ℃; under 3102.9 Torr;

DOI:10.1021/jm00179a007

Reference yield:

4-chlorophenylethylamine (156-41-2) → 7-chloro-1,2,3,4-tetrahydro-isoquinoline (82771-60-6)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂SO₄; AcOH / ethanol / 20 °C

2: HCl / ethanol / Heating

With hydrogenchloride; sulfuric acid; acetic acid; In ethanol;

DOI:10.1016/S0968-0896(01)00236-X

upstream raw materials:

7-chloroisoquinoline

3-(7-Chloro-3,4-dihydro-1H-isoquinoline-2-sulfonyl)-propionic acid methyl ester

2-acetyl-7-chloro-1,2,3,4-tetrahydroisoquinoline

N-<2-(4-chlorophenyl)ethyl>acetamide

Downstream raw materials:

7-chloro-1,2,3,4-tetrahydroisoquinoline hydrochloride

Refernces

• 1、 Lu, Cong,Su, Zhishan,Jing, Dong,Jin, Songyang,Xie, Lijuan,Li, Liangrui,Zheng, Ke. "Intramolecular Reductive Cyclization of o-Nitroarenes via Biradical Recombination". . p. 1438 - 1443. Retrieved 2019/03/07.
• 2、 Li, Jian,Wang, Zheng-Bing,Xu, Yue,Lu, Xue-Chen,Zhu, Shang-Rong,Liu, Li. "Catalyst-free cyclization of anthranils and cyclic amines: One-step synthesis of rutaecarpine". . p. 12072 - 12075. Retrieved 2019/10/14.