5-Bromo-2-methyl-8-nitro-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 5-Bromo-2-methyl-8-nitro-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 104737-00-0
• Molecular Formula: C10H11 Br N2 O2
• Molecular Weight: 271.114
• Hs Code.: 2933499090
• European Community (EC) Number: 836-847-5
• DSSTox Substance ID: DTXSID70434257
• Nikkaji Number: J2.806.799B
• Mol file: 104737-00-0.mol

Synonyms:104737-00-0;5-BROMO-2-METHYL-8-NITRO-1,2,3,4-TETRAHYDROISOQUINOLINE;5-bromo-2-methyl-8-nitro-3,4-dihydro-1H-isoquinoline;Isoquinoline,5-bromo-1,2,3,4-tetrahydro-2-methyl-8-nitro-;SCHEMBL3020938;DTXSID70434257;MFCD09955235;AKOS015908984;DS-14019;C71190;A801048;A1-10446;2-Methyl-5-bromo-8-nitro-1,2,3,4-tetrahydroisoquinoline;5-bromanyl-2-methyl-8-nitro-3,4-dihydro-1H-isoquinoline;5-Bromo-1,2,3,4-tetrahydro-2-methyl-8-nitroisoquinoline;5-bromo-2-methyl-8-nitro-1,2,3,4-tetrahydro-isoquinoline;5-Bromo-N-methyl-8-nitro-1,2,3,4-tetrahydroisoquinoline;N-methyl-5-bromo-8-nitro-1,2,3,4-tetrahydroisoquinoline;5-Bromo-1, 2, 3, 4-tetrahydro-2-methyl-8-nitroisoquinoline

Chemical Property of 5-Bromo-2-methyl-8-nitro-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• Melting Point: 88-89.5 °C(Solv: ethanol (64-17-5))
• Boiling Point: 345.7±42.0 °C(Predicted)
• PKA: 7.22±0.20(Predicted)
• PSA: 49.06000
• Density: 1.546±0.06 g/cm3(Predicted)
• LogP: 2.80630
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 270.00039
• Heavy Atom Count: 15
• Complexity: 256

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-2-methyl-8-nitro-1,2,3,4-tetrahydroisoquinoline 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC2=C(C=CC(=C2C1)[N+](=O)[O-])Br

Technology Process of 5-Bromo-2-methyl-8-nitro-1,2,3,4-tetrahydroisoquinoline

There total 10 articles about 5-Bromo-2-methyl-8-nitro-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: 96.0%

5-bromo-8-nitroisoquinoline (63927-23-1) + dimethyl sulfate (77-78-1) → 5-bromo-2-methyl-8-nitro-1,2,3,4-tetrahydroisoquinoline (104737-00-0)

Guidance literature:

5-bromo-8-nitroisoquinoline; dimethyl sulfate; In acetone; at 55 ℃; for 12h; Heating / reflux;

With sodium tetrahydroborate; In acetic acid; at 15 - 20 ℃; for 12.5h;

With ammonia; In water; acetic acid; pH=9.8;

Reference yield: 93.0%

5-Brom-2-methyl-8-nitroisochinolinium-p-toluolsulfonat (52279-18-2) → 5-bromo-2-methyl-8-nitro-1,2,3,4-tetrahydroisoquinoline (104737-00-0)

Guidance literature:

With sodium cyanoborohydride; nickel(II) nitrate; In methanol; for 0.5h;

DOI:10.1002/hlca.19850680704

Reference yield: 83.0%

5-bromo-8-nitro-N-methylisoquinolinium iodide (947499-02-7) → 5-bromo-2-methyl-8-nitro-1,2,3,4-tetrahydroisoquinoline (104737-00-0)

Guidance literature:

5-bromo-8-nitro-N-methylisoquinolinium iodide; With methanol; sodium cyanoborohydride; nickel(II) nitrate; at 20 ℃; for 5h;

With sodium hydroxide; In water; pH=8 - 10;

upstream raw materials:

5-Brom-2-methyl-8-nitroisochinolinium-p-toluolsulfonat

5-bromo-8-nitroisoquinoline

methyl trifluoromethanesulfonate

5-bromoisoquinoline

Downstream raw materials:

5-(5-fluoro-2-methoxyphenyl)-2-methyl-8-nitro-1,2,3,4-tetrahydroisoquinoline

5-(5-fluoro-2-methoxyphenyl)-8-methyl-6,7,8,9-tetrahydro-1H-pyrrolo[3,2-h]isoquinoline-2,3-dione

N-(5-(5-fluoro-2-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinolin-8-yl)-2-(hydroxyimino)acetamide

5-(5-fluoro-2-methoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinolin-8-amine

Refernces

• 1、 -. "ALKYL-SUBSTITUTED 3' COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY". Page/Page column 25. . Retrieved 2010/02/17.
• 2、 -. "ACYCLIC COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY". Page/Page column 52-53. . Retrieved 2010/03/02.