3-Bromoquinolizinium bromide

Base Information

• Chemical Name: 3-Bromoquinolizinium bromide
• CAS No.: 77199-12-3
• Molecular Formula: C9H7BrN.Br
• Molecular Weight: 288.969
• DSSTox Substance ID: DTXSID70463128
• Mol file: 77199-12-3.mol

Synonyms:3-Bromoquinolizinium bromide;77199-12-3;3-bromoquinolizin-5-ium;bromide;DTXSID70463128;FT-0711063

Chemical Property of 3-Bromoquinolizinium bromide

Chemical Property:

• PSA: 4.10000
• LogP: -0.80820
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 288.89247
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=[N+]2C=C(C=CC2=C1)Br.[Br-]

Technology Process of 3-Bromoquinolizinium bromide

There total 6 articles about 3-Bromoquinolizinium bromide 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: 67.0%

7-bromo-1-oxo-1,2,3,4-tetrahydroquinolizinium bromide → 3-bromo-quinolizinium bromide (77199-12-3)

Guidance literature:

With acetic anhydride;

Reference yield:

3,4-dihydro-2-cyano-7-bromo-quinolizinium-1-olate → 3-bromo-quinolizinium bromide (77199-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / HBr / H₂O / 24 h / 120 °C

2: Ac₂O

With hydrogen bromide; acetic anhydride; In water;

DOI:10.1021/jo060634+

Reference yield:

5-bromo-2-methylpyridine (3430-13-5) → 3-bromo-quinolizinium bromide (77199-12-3)

Guidance literature:

Multi-step reaction with 5 steps

1: KMnO₄, H₂O / 6 h / 100 °C

2: 1.) SOCl₂ / 1.) reflux, 2 h, 2.) toluene, reflux, 2 h

3: 47 percent / NaH / toluene

4: aq. 47percent HBr / 0.33 h / Heating

5: 67 percent / acetic anhydride

With potassium permanganate; thionyl chloride; water; hydrogen bromide; acetic anhydride; sodium hydride; In toluene;

upstream raw materials:

5-bromo-2-methylpyridine

5-bromoisonicotinic acid

5-bromo-pyridine-2-carboxylic acid ethyl ester

α-<5-bromopicoloyl>-γ-butyrolactone

Downstream raw materials:

1-acetylamino-4-<2-pyridyl>butane

Refernces

• 1、 Sanders, Georgine M.,Dijk, Marinus van,Plas, Henk C. van der. "SYNTHESIS AND DEUTERATION OF SOME HALOGENOQUINOLIZINIUM BROMIDES". . p. 213 - 223. Retrieved 2007/10/02.