6-Chloro-[1,3]dioxolo[4,5-g]quinoline-7-carbaldehyde

Base Information

• Chemical Name: 6-Chloro-[1,3]dioxolo[4,5-g]quinoline-7-carbaldehyde
• CAS No.: 332382-81-7
• Molecular Formula: C11H6ClNO3
• Molecular Weight: 235.62300
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90357212
• Nikkaji Number: J2.353.961F
• Wikidata: Q82137021
• Mol file: 332382-81-7.mol

Synonyms:332382-81-7;6-Chloro-[1,3]dioxolo[4,5-g]quinoline-7-carbaldehyde;6-Chloro[1,3]dioxolo[4,5-g]quinoline-7-carboxaldehyde;6-chloro[1,3]dioxolo[4,5-g]quinoline-7-carbaldehyde;Oprea1_146372;Oprea1_732802;SCHEMBL10635467;DTXSID90357212;BFMGNLHCLPBIHN-UHFFFAOYSA-N;6-CHLORO-2H-[1,3]DIOXOLO[4,5-G]QUINOLINE-7-CARBALDEHYDE;BBL003103;MFCD02049248;STK802094;AKOS000270337;BS-4440;CS-0312694;Trans-(1R,2R)-2-Aminocyclopentanolhydrochloride;J-019106;6-Chloro[1,3]dioxolo[4,5-g]quinoline-7-carboxaldehyde, 97%

Chemical Property of 6-Chloro-[1,3]dioxolo[4,5-g]quinoline-7-carbaldehyde

Chemical Property:

• Vapor Pressure: 6.56E-07mmHg at 25°C
• Melting Point: 230-234oC
• Boiling Point: 409.3oC at 760 mmHg
• Flash Point: 201.3oC
• PSA: 48.42000
• Density: 1.554g/cm3
• LogP: 2.42940
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 235.0036207
• Heavy Atom Count: 16
• Complexity: 288

Purity/Quality:

98%Min ^*data from raw suppliers

6-Chloro[1,3]dioxolo[4,5-g]quinoline-7-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1OC2=CC3=CC(=C(N=C3C=C2O1)Cl)C=O
• Uses: Starter in the synthesis of the quinoline based natural products

Technology Process of 6-Chloro-[1,3]dioxolo[4,5-g]quinoline-7-carbaldehyde

There total 2 articles about 6-Chloro-[1,3]dioxolo[4,5-g]quinoline-7-carbaldehyde 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: 58.0%

3,4-methylenedioxyacetanilide (13067-19-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-chloro-[1,3]dioxolo[4,5-g]quinoline-7-carbaldehyde (332382-81-7)

Guidance literature:

With trichlorophosphate; for 2h; Heating;

DOI:10.1021/ol0611604

Reference yield:

benzo[1,3]dioxolo-5-ylamine (14268-66-7) → 6-chloro-[1,3]dioxolo[4,5-g]quinoline-7-carbaldehyde (332382-81-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / chloroform / 1 h / 0 °C

2: trichlorophosphate / 16 h / Reflux

With triethylamine; trichlorophosphate; In chloroform; 2: |Vilsmeier Reaction;

DOI:10.1016/j.ejmech.2014.06.013

Reference yield:

6-chloro-[1,3]dioxolo[4,5-g]quinoline-7-carbaldehyde (332382-81-7) → C20H15NO5 (1329423-67-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / methanol / Reflux

2: barium dihydroxide / methanol / 24 h / 40 °C

With barium dihydroxide; sodium methylate; In methanol;

DOI:10.2174/157017811796064494

upstream raw materials:

3,4-methylenedioxyacetanilide

N,N-dimethyl-formamide

benzo[1,3]dioxolo-5-ylamine

Downstream raw materials:

C₂₀H₁₅NO₅

Refernces

• 1、 -. "CHEMICAL ENTITIES, PHARMACEUTICAL FORMULATIONS, AND METHODS FOR TREATING FIBROSIS". Paragraph 0091; 0093. . Retrieved 2020/11/23.
• 2、 Srivastava, Vandana,Lee, Hoyun. "Synthesis and bio-evaluation of novel quinolino-stilbene derivatives as potential anticancer agents". . p. 7629 - 7640. Retrieved 2015/12/18.