6-Chloro-3-iodochromone

Base Information

• Chemical Name: 6-Chloro-3-iodochromone
• CAS No.: 73220-39-0
• Molecular Formula: C₉H₄ClIO₂
• Molecular Weight: 306.487
• European Community (EC) Number: 663-728-3
• DSSTox Substance ID: DTXSID80470308
• Nikkaji Number: J2.354.416D
• Wikidata: Q82298377
• Mol file: 73220-39-0.mol

Synonyms:6-Chloro-3-iodo-4H-chromen-4-one;6-Chloro-3-iodochromone;73220-39-0;6-CHLORO-3-IODOCHROMEN-4-ONE;C9H4ClIO2;6-chloro-3-iodo-chromone;SCHEMBL1618340;DTXSID80470308;GMONZFZWCHBAKU-UHFFFAOYSA-N;MFCD09475515;AKOS025402945;FS-6176;CS-0319482;FT-0736528

Chemical Property of 6-Chloro-3-iodochromone

Chemical Property:

• Melting Point: 141-147°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 305.89445
• Heavy Atom Count: 13
• Complexity: 264

Purity/Quality:

98%Min ^*data from raw suppliers

6-Chloro-3-iodochromone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C(=O)C(=CO2)I

Technology Process of 6-Chloro-3-iodochromone

There total 5 articles about 6-Chloro-3-iodochromone 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: 74.0%

C11H12ClNO2 (73220-32-3) → 6-chloro-3-iodo-4H-chromen-4-one (73220-39-0)

Guidance literature:

With [bis(acetoxy)iodo]benzene; potassium iodide; at 20 ℃; for 12h;

DOI:10.1039/d0nj00825g

Reference yield: 71.0%

(2E)-1-(5-chloro-2-hydroxyphenyl)-3-(dimethylamino)-2-propen-1-one (73220-32-3) → 6-chloro-3-iodo-4H-chromen-4-one (73220-39-0)

Guidance literature:

With pyridine; iodine; In chloroform; at 20 ℃; for 12h;

DOI:10.1016/j.bmcl.2015.04.064

Reference yield:

5-chloro-2-hydroxyacetophenone (1450-74-4) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 6-chloro-3-iodo-4H-chromen-4-one (73220-39-0)

Guidance literature:

5-chloro-2-hydroxyacetophenone; N,N-dimethyl-formamide dimethyl acetal;

With iodine;

DOI:10.1021/ol5018855

upstream raw materials:

5-chloro-2-hydroxyacetophenone

N,N-dimethyl-formamide dimethyl acetal

(2E)-1-(5-chloro-2-hydroxyphenyl)-3-(dimethylamino)-2-propen-1-one

1-(3-chlorophenyl)-2-hydroxyethanone

Downstream raw materials:

2-[4-(4-amino-phenylethynyl)-1-(2-hydroxy-ethyl)-1H-pyrazol-3-yl]-4-chloro-phenol

2-[4-(4-amino-phenylethynyl)-1H-pyrazol-3-yl]-4-chloro-phenol

6-chloro-3-phenyl-4H-chromen-4-one

6-chloro-3-(p-tolyl)-4H-chromen-4-one

Refernces

• 1、 Lin, Yan,Liu, Yunyun,Wan, Jie-Ping. "Synthesis of 3-halochromones with simple KX halogen sources enabled by: In situ halide oxidation". . p. 8120 - 8124. Retrieved 2020/06/09.
• 2、 Qi, Xueyu,Xiang, Haoyue,Yang, Chunhao. "Synthesis of Functionalized Chromeno[2,3-b]pyrrol-4(1H)-ones by Silver-Catalyzed Cascade Reactions of Chromones/Thiochromones and Isocyanoacetates". supporting information. p. 5590 - 5593. Retrieved 2015/12/01.