8-CHLORO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE

Base Information

• Chemical Name: 8-CHLORO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE
• CAS No.: 75416-50-1
• Molecular Formula: C9H10ClN
• Molecular Weight: 167.638
• Hs Code.: 2933499090
• Mol file: 75416-50-1.mol

Synonyms:Isoquinoline,8-chloro-1,2,3,4-tetrahydro;8-Chloro-1,2,3,4-tetrahydro-isoquinoline;

Chemical Property of 8-CHLORO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE

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

Purity/Quality:

98%,99%, ^*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:

Technology Process of 8-CHLORO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE

There total 6 articles about 8-CHLORO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE 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:

C₁₆H₁₄ClNO₄S

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

Refernces

• 1、 Hargitai, Csilla,Nagy, Tamás,Halász, Judit,Koványi-Lax, Gy?rgyi,Németh, Gábor,Simig, Gyula,Volk, Balázs. "Synthesis and further transformations of 8-chloro-3,4-dihydroisoquinoline". . p. 7009 - 7017. Retrieved 2018/10/24.