4-Chloro-3-formyl-2H-benzo[h]chromene

Base Information

• Chemical Name: 4-Chloro-3-formyl-2H-benzo[h]chromene
• CAS No.: 109179-59-1
• Molecular Formula: C14H9ClO2
• Molecular Weight: 244.677
• Hs Code.: 2913000090
• DSSTox Substance ID: DTXSID60547582
• Wikidata: Q82425883
• Mol file: 109179-59-1.mol

Synonyms:109179-59-1;4-Chloro-3-formyl-2H-benzo[h]chromene;4-chloro-2h-benzo[h]chromene-3-carbaldehyde;DTXSID60547582;CS-0255073;4-Chloro-2H-naphtho[1,2-b]pyran-3-carbaldehyde

Chemical Property of 4-Chloro-3-formyl-2H-benzo[h]chromene

Chemical Property:

• PSA: 26.30000
• LogP: 3.38100
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 244.0291072
• Heavy Atom Count: 17
• Complexity: 350

Purity/Quality:

98% ^*data from raw suppliers

4-CHLORO-3-FORMYL-2H-BENZO(H)CHROMENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(=C(C2=C(O1)C3=CC=CC=C3C=C2)Cl)C=O

Technology Process of 4-Chloro-3-formyl-2H-benzo[h]chromene

There total 3 articles about 4-Chloro-3-formyl-2H-benzo[h]chromene 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: 86.0%

benzo[h]chroman-4-one (16563-51-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1-chloro-2-formyl-4-oxa-3,4-dihydrophenanthrene (109179-59-1)

Guidance literature:

With trichlorophosphate; 1) 0 grad C to r.t., 1 h, 3) 5 h, 50-60 grad C;

Reference yield:

α-naphthol (90-15-3) → 1-chloro-2-formyl-4-oxa-3,4-dihydrophenanthrene (109179-59-1)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / tert-butyl alcohol / 36 h / Reflux

2: trifluoroacetic acid; trifluorormethanesulfonic acid / 19 h / Reflux

3: oxalyl dichloride / 5 h / Reflux

With oxalyl dichloride; trifluorormethanesulfonic acid; potassium carbonate; trifluoroacetic acid; In tert-butyl alcohol;

DOI:10.1134/S1070363216120586

Reference yield:

α-naphthyl 2-cyanoethyl ether (58889-08-0) → 1-chloro-2-formyl-4-oxa-3,4-dihydrophenanthrene (109179-59-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid; trifluorormethanesulfonic acid / 19 h / Reflux

2: oxalyl dichloride / 5 h / Reflux

With oxalyl dichloride; trifluorormethanesulfonic acid; trifluoroacetic acid;

DOI:10.1134/S1070363216120586

upstream raw materials:

benzo[h]chroman-4-one

N,N-dimethyl-formamide

α-naphthol

α-naphthyl 2-cyanoethyl ether

Downstream raw materials:

4-Methoxy-2H-benzo[h]chromene-3-carbaldehyde

3-Oxo-3H,12H-4,11-dioxa-chrysene-2-carboxylic acid ethyl ester

Phenyl-{3-[(E)-phenyliminomethyl]-2H-benzo[h]chromen-4-yl}-amine; hydrochloride

(4-Chloro-phenyl)-(3-{[(E)-4-chloro-phenylimino]-methyl}-2H-benzo[h]chromen-4-yl)-amine; hydrochloride

Refernces

• 1、 Bhimapaka, China Raju,Karri, Shailaja,Kuncha, Madhusudana,Kurma, Siva Hariprasad,Sistla, Ramakrishna. "Synthesis and anti-inflammatory activity of 2-oxo-2H-chromenyl and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates". supporting information. . Retrieved 2020/06/22.