6-Bromo-1,2,3,4-tetrahydroquinoline

Base Information

• Chemical Name: 6-Bromo-1,2,3,4-tetrahydroquinoline
• CAS No.: 22190-35-8
• Molecular Formula: C9H10 Br N
• Molecular Weight: 212.089
• Hs Code.: 2933499090
• European Community (EC) Number: 800-320-8
• DSSTox Substance ID: DTXSID80405817
• Nikkaji Number: J306.173F
• Wikidata: Q72512794
• Mol file: 22190-35-8.mol

Synonyms:6-bromo-1,2,3,4-tetrahydroquinoline;22190-35-8;6-Bromo-1,2,3,4-tetrahydro-quinoline;QUINOLINE, 6-BROMO-1,2,3,4-TETRAHYDRO-;MFCD04966989;SCHEMBL1556861;DTXSID80405817;BCP26406;6-bromo-2,3-dihydro-1H-quinoline;STK735137;AKOS000161825;CS-W019748;DH-0702;PB12808;6-bromo-1,2,3,4-tetra-hydroquinoline;SY104483;A4771;AM20060439;BB 0259197;FT-0648492;EN300-41796;A878656;W-206739;Z283683538;METHYL4-(METHYLTHIO)-2-([[2-(METHYLTHIO)-3-PYRIDYL]CARBONYL]AMINO)BUTANOATE

Chemical Property of 6-Bromo-1,2,3,4-tetrahydroquinoline

Chemical Property:

• Vapor Pressure: 0.000951mmHg at 25°C
• Refractive Index: 1.58
• Boiling Point: 303.1 °C at 760 mmHg
• PKA: 4.26±0.20(Predicted)
• Flash Point: 137.1 °C
• PSA: 12.03000
• Density: 1.428
• LogP: 2.94520
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 210.99966
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

6-Bromo-1,2,3,4-tetrahydroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC(=C2)Br)NC1

Technology Process of 6-Bromo-1,2,3,4-tetrahydroquinoline

There total 5 articles about 6-Bromo-1,2,3,4-tetrahydroquinoline 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: 87.0%

→ 1-[[1-(3-Amino-1,2-benzisoxazol-5-yl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]carbonyl]-2,3-dihydro-6-[2-(methylsulfonyl)phenyl]-1H-quinoline + 6-bromo-1,2,3,4-tetrahydroquinoline (22190-35-8)

Guidance literature:

Reference yield: 73.0%

6-bromo-3,4-dihydro-1H-quinolin-2-one (3279-90-1) → 1,2,3,4-tetrahydroisoquinoline (635-46-1) + 3,4-dihydro-2(1H)-quinolone (553-03-7) + 6-bromo-1,2,3,4-tetrahydroquinoline (22190-35-8)

Guidance literature:

With [RuCl₂(N-heterocyclic carbene)(bis[2-(diphenylphosphino)ethyl]amine)]; hydrogen; caesium carbonate; In toluene; butan-1-ol; at 120 ℃; for 6h; under 22502.3 Torr; Schlenk technique; Autoclave;

DOI:10.1021/acs.orglett.9b03878

Reference yield: 70.0%

6-bromoquinoline (5332-25-2) → quinoline (91-22-5) + 6-bromo-1,2,3,4-tetrahydroquinoline (22190-35-8)

Guidance literature:

With 2-6-bis((1H-pyrazol-1-yl)methyl)pyridine; borane-ammonia complex; nickel(II) chloride hexahydrate; In methanol; at 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/adsc.202001147

upstream raw materials:

6-bromoquinoline

6-bromo-2,3-dihydro-4(1H)-quinolinone

6-bromo-3,4-dihydro-1H-quinolin-2-one

Downstream raw materials:

3-(6-cyano-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid

methyl 3-(6-cyano-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylate

3-(6-carbamoyl-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid

6-bromo-1-methylquinoline-2(1H)-one