9-formyl-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolinium-8-olate

Base Information

• Chemical Name: 9-formyl-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolinium-8-olate
• CAS No.: 63149-33-7
• Molecular Formula: C13H15NO2
• Molecular Weight: 217.268
• Hs Code.: 29339900
• Mol file: 63149-33-7.mol

Synonyms:STK619801;AKOS005553922;9-formyl-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolinium-8-olate

Chemical Property of 9-formyl-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolinium-8-olate

Chemical Property:

• Melting Point: 69-73°C
• Boiling Point: 417.3 °C at 760 mmHg
• PKA: 9.47±0.20(Predicted)
• Flash Point: 206.2 °C
• PSA: 40.54000
• Density: 1.3 g/cm³
• LogP: 1.96850
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 217.110278721
• Heavy Atom Count: 16
• Complexity: 281

Purity/Quality:

98%,99%, ^*data from raw suppliers

8-Hydroxyjulolidine-9-carboxaldehyde >96.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC(=C(C3=C2[NH+](C1)CCC3)[O-])C=O
• Uses: 8-Hydroxyjulolidine-9-carboxaldehyde is a reactant in the development of iminocoumarin-based zinc sensor suitable for ratiometric fluorescence imaging of neuronal zinc.

Technology Process of 9-formyl-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolinium-8-olate

There total 7 articles about 9-formyl-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolinium-8-olate 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: 97.6%

8-hydroxyjulolidine (41175-50-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 9-formyl-8-hydroxyjulolidine (63149-33-7)

Guidance literature:

With trichlorophosphate; at 0 - 80 ℃; for 1.25h; Inert atmosphere;

DOI:10.1039/c4cc04192e

Reference yield: 59.9%

1.3-chlorobromopropane (109-70-6) + m-Hydroxyaniline (591-27-5) → 9-formyl-8-hydroxyjulolidine (63149-33-7)

Guidance literature:

1.3-chlorobromopropane; m-Hydroxyaniline; In N,N-dimethyl-formamide; at 70 ℃; for 12h;

With trichlorophosphate; In N,N-dimethyl-formamide; at 100 ℃; for 2.5h; Cooling with ice;

Reference yield:

m-Hydroxyaniline (591-27-5) → 9-formyl-8-hydroxyjulolidine (63149-33-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / N,N-dimethyl-formamide / 50 - 70 °C / Inert atmosphere

2.1: trichlorophosphate / 0.25 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

2.3: 0.25 h / 0 - 20 °C / Inert atmosphere

With sodium hydrogencarbonate; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2012.06.006

upstream raw materials:

8-hydroxyjulolidine

N,N-dimethyl-formamide

8-methoxy-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinoline

m-Anisidine

Downstream raw materials:

9.9'-carbonylbis(1,2,4,5-tetrahydro-3H,6H,10H<1>benzopyrano<9,9a,1-gh>quinolazine-10-one)

10-(4-nitrophenyl)-2,3,6,7-tetrahydro-11-oxo-1H,5H,11H-benzopyrano<6,7,8-i,j>quinolizine

coumarin 343 methyl ester

9-methoxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-8-carbaldehyde

Refernces

• 1、 Bu, Dandan,Li, Zhanxian,Ren, Haohui,Yu, Mingming,Zhang, Hongyan,Zhang, Qiang. "Synthesis of a NIR fluorescent dye and its application for rapid detection of HSO3? in living cells". . . Retrieved 2021/09/04.
• 2、 Zhang, Yanhui,Teng, Hao,Gao, Ying,Afzal, Muhammad Wasim,Tian, Jingye,Chen, Xi,Tang, Haoyang,James, Tony D.,Guo, Yuan. "A general strategy for selective detection of hypochlorous acid based on triazolopyridine formation". supporting information. p. 2917 - 2920. Retrieved 2020/03/13.