6-chloro-4-oxo-4H-chromene-2-carboxylic acid

Base Information

• Chemical Name: 6-chloro-4-oxo-4H-chromene-2-carboxylic acid
• CAS No.: 5006-45-1
• Molecular Formula: C10H5ClO4
• Molecular Weight: 223.5899
• Hs Code.: 2918300090
• European Community (EC) Number: 672-542-1
• DSSTox Substance ID: DTXSID00198198
• Nikkaji Number: J132.085H
• Wikidata: Q83070984
• ChEMBL ID: CHEMBL1458820
• Mol file: 5006-45-1.mol

Synonyms:5006-45-1;6-Chlorochromone-2-carboxylic acid;6-chloro-4-oxo-4H-chromene-2-carboxylic acid;6-chloro-4-oxochromene-2-carboxylic acid;6-Chloro-4-oxo-4H-1-benzopyran-2-carboxylic acid;4H-1-BENZOPYRAN-2-CARBOXYLIC ACID, 6-CHLORO-4-OXO-;BRN 0185068;CHEMBL1458820;Acide chloro-6 chromone carboxylique-2 [French];MFCD00847039;Acide chloro-6 chromone carboxylique-2;Oprea1_151940;MLS000540758;SCHEMBL1504213;DTXSID00198198;HMS1788H03;HMS2280J13;BBL012013;BDBM50489176;STK729280;AKOS000274354;MB01524;NCGC00247270-01;AS-47488;LS-39135;SMR000162075;(3-CHLOROMETHYL-PHENYL)-ACETICACID;AM20040573;C3174;CS-0206106;FT-0635512;6-chlor-4-oxo-4h-chromene-2-carboxylic acid;EN300-13285;VU0165718-3;6-chlorochromone-2-carboxylic acid, AldrichCPR;F13910;6 -chloro-4-oxo-4h-chromene-2-carboxylic acid;SR-01000051634;SR-01000051634-1;Z90122360;F1984-0170

Chemical Property of 6-chloro-4-oxo-4H-chromene-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.34E-06mmHg at 25°C
• Melting Point: 254-256°C
• Boiling Point: 384.5 °C at 760 mmHg
• PKA: 2.00±0.20(Predicted)
• Flash Point: 186.4 °C
• PSA: 67.51000
• Density: 1.612 g/cm³
• LogP: 2.14460
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 223.9876363
• Heavy Atom Count: 15
• Complexity: 336

Purity/Quality:

98%min ^*data from raw suppliers

6-Chloro-4-oxo-4H-chromene-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C(=O)C=C(O2)C(=O)O

Technology Process of 6-chloro-4-oxo-4H-chromene-2-carboxylic acid

There total 6 articles about 6-chloro-4-oxo-4H-chromene-2-carboxylic acid 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: 99.0%

6-chloro-4-oxo-4H-chromen-2-carboxylic acid ethyl ester (38322-69-9) → 6-chloro-4-oxo-4H-chromene-2-carboxylic acid (5006-45-1)

Guidance literature:

With hydrogenchloride; acetic acid; In water; for 16h; Reflux;

Reference yield: 71.0%

5-chloro-2-hydroxyacetophenone (1450-74-4) + oxalic acid diethyl ester (95-92-1) → 6-chloro-4-oxo-4H-chromene-2-carboxylic acid (5006-45-1)

Guidance literature:

5-chloro-2-hydroxyacetophenone; oxalic acid diethyl ester; With sodium methylate; In 1,4-dioxane; methanol; at 120 ℃; for 0.333333h; Microwave irradiation;

With hydrogenchloride; In 1,4-dioxane; methanol; at 120 ℃; for 0.666667h; Microwave irradiation;

DOI:10.3390/molecules24234214

Reference yield:

5-chloro-2-hydroxyacetophenone (1450-74-4) → 6-chloro-4-oxo-4H-chromene-2-carboxylic acid (5006-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium ethanolate / 1 h / 40 °C

1.2: 16 h / 90 °C

2.1: acetic acid; hydrogenchloride / water / 16 h / Reflux

With hydrogenchloride; sodium ethanolate; acetic acid; In water;

upstream raw materials:

2-(4-chlorophenoxy)fumaric acid

diethyl (Z)-2-(4-chlorophenoxy)-2-butenedioate

6-chloro-4-oxo-4H-chromen-2-carboxylic acid ethyl ester

5-chloro-2-hydroxyacetophenone

Downstream raw materials:

6-chloro-4-oxo-4H-chromene-2-carboxylic acid amide

Refernces

• 1、 -. "4-oxo-4H-chromene-2-carboxamide derivatives, preparation method thereof, and pharmaceutical composition for use in preventing or treating Urotensin-Ⅱ receptor activity related diseases containing the same as an active ingredient". Paragraph 0262; 0269-0272. . Retrieved 2020/07/08.
• 2、 Helguera, Aliuska Morales,Perez-Garrido, Alfonso,Gaspar, Alexandra,Reis, Joana,Cagide, Fernando,Vina, Dolores,Cordeiro, M.Natalia D.S.,Borges, Fernanda. "Combining QSAR classification models for predictive modeling of human monoamine oxidase inhibitors". . p. 75 - 90. Retrieved 2013/03/13.