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

Base Information

• Chemical Name: 8-Chloro-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 75416-50-1
• Molecular Formula: C9H10ClN
• Molecular Weight: 167.638
• Hs Code.: 2933499090
• European Community (EC) Number: 821-607-4
• ChEMBL ID: CHEMBL146188
• DSSTox Substance ID: DTXSID80503766
• Pharos Ligand ID: F21FKMKB8KCQ
• Wikidata: Q72459612
• Mol file: 75416-50-1.mol

Synonyms:8-Chloro-1,2,3,4-tetrahydroisoquinoline;75416-50-1;8-Chloro-1,2,3,4-tetrahydro-isoquinoline;Isoquinoline, 8-chloro-1,2,3,4-tetrahydro-;CHEMBL146188;MFCD08437643;SCHEMBL1852509;DTXSID80503766;HQSAGIBNZOOQQL-UHFFFAOYSA-N;BDBM50029107;AKOS006229307;AB45195;AC-28301;AS-50271;SY041616;AM20120469;CS-0137833;FT-0705627;EN300-251855;O11670;A865693;J-519415;F9995-1253;8-Chloro-1 pound not2 pound not3 pound not4-tetrahydroisoquinoline

Chemical Property of 8-Chloro-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• Boiling Point: 276.5±40.0 °C(Predicted)
• PKA: 8.75±0.20(Predicted)
• PSA: 12.03000
• Density: 1.162±0.06 g/cm3(Predicted)
• LogP: 2.31450
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• 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:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC2=C1C=CC=C2Cl

Technology Process of 8-Chloro-1,2,3,4-tetrahydroisoquinoline

There total 6 articles about 8-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:

8-chloro-5-bromo-isoquinoline (956003-79-5) → 8-chloroisoquinoline (34784-07-1) + 1,2,3,4-tetrahydroisoquinoline (91-21-4) + 8-chloro-1,2,3,4-tetrahydroisoquinoline (75416-50-1)

Guidance literature:

With sodium tetrahydroborate; palladium 10% on activated carbon; In 2-methyltetrahydrofuran; methanol; at 25 ℃; Inert atmosphere;

DOI:10.1055/s-0037-1609153

Reference yield:

isoquinoline (119-65-3) → 8-chloroisoquinoline (34784-07-1) + 1,2,3,4-tetrahydroisoquinoline (91-21-4) + 8-chloro-1,2,3,4-tetrahydroisoquinoline (75416-50-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid; N-Bromosuccinimide / 4 h / -25 - -18 °C

2: sulfuric acid; trichloroisocyanuric acid / 0 - 25 °C

3: sodium tetrahydroborate; palladium 10% on activated carbon / 2-methyltetrahydrofuran; methanol / 25 °C / Inert atmosphere

With sodium tetrahydroborate; N-Bromosuccinimide; trichloroisocyanuric acid; sulfuric acid; palladium 10% on activated carbon; In 2-methyltetrahydrofuran; methanol;

DOI:10.1055/s-0037-1609153

Reference yield:

5-bromoisoquinoline (34784-04-8) → 8-chloroisoquinoline (34784-07-1) + 1,2,3,4-tetrahydroisoquinoline (91-21-4) + 8-chloro-1,2,3,4-tetrahydroisoquinoline (75416-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; trichloroisocyanuric acid / 0 - 25 °C

2: sodium tetrahydroborate; palladium 10% on activated carbon / 2-methyltetrahydrofuran; methanol / 25 °C / Inert atmosphere

With sodium tetrahydroborate; trichloroisocyanuric acid; sulfuric acid; palladium 10% on activated carbon; In 2-methyltetrahydrofuran; methanol;

DOI:10.1055/s-0037-1609153

upstream raw materials:

isoquinoline

5-bromoisoquinoline

8-chloro-5-bromo-isoquinoline

2-((2-chlorobenzyl)amino)ethan-1-ol

Downstream raw materials:

8-chloro-2-[3-(trifluoromethyl)benzyl]-1,2,3,4-tetrahydroisoquinoline

C₁₆H₁₄ClNO₄S