1217-67-0

Basic information

• Product Name: 4-BUTYRYL-2,3-DICHLOROPHENOXYACETICACID
• Synonyms: 4-BUTYRYL-2,3-DICHLOROPHENOXYACETICACID;Acetic acid, [2,3-dichloro-4-(1-oxobutyl)phenoxy]-;(2,3-Dichloro-4-butyrylphenoxy)acetic acid;2-[2,3-Dichloro-4-(1-oxobutyl)phenoxy]acetic acid
• CAS NO: 1217-67-0
• Molecular Formula: C₁₂H₁₂Cl₂O₄
• Molecular Weight: 291.13
• Mol File: 1217-67-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 110.5-111.5℃
• Boiling Point: 442.4°Cat760mmHg
• Flash Point: 221.4°C
• Appearance: /
• Density: 1.366g/cm³
• Vapor Pressure: 1.32E-08mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 4-BUTYRYL-2,3-DICHLOROPHENOXYACETICACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BUTYRYL-2,3-DICHLOROPHENOXYACETICACID(1217-67-0)
• EPA Substance Registry System: 4-BUTYRYL-2,3-DICHLOROPHENOXYACETICACID(1217-67-0)

Safety Data

• Hazardous Substances Data: 1217-67-0(Hazardous Substances Data)

Usage

Uses

(2,3-Dichloro-4-butyrylphenoxy)acetic Acid is a impurity of Ethacrynic acid (E676000), which is a diuretic used to treat high blood pressure and swelling caused by congestive heart failure, liver failure and kidney failure. (2,3-Dichloro-4-butyrylphenoxy)acetic Acid is also used pharmaceutically and in agriculture.

InChI:InChI=1/C12H12Cl2O4/c1-2-3-8(15)7-4-5-9(12(14)11(7)13)18-6-10(16)17/h4-5H,2-3,6H2,1H3,(H,16,17)

Upstream product

• 58-54-8 ethacrynic acid 
• 2350-46-1 2',3'-dichloro-4'-hydroxybutyrophenone 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 58-54-8 ethacrynic acid 
• 1206809-03-1 1-(2,3-dichloro-4-((3-(4-(trifluoromethyl)phenyl)-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-2-methylenebutan-1-one 
• 113239-57-9 <2,3-dichloro-4-(2-methylenebutyryl)phenoxy>acetyl chloride 
• 1006585-48-3 5-[2,3-dichloro-4-(2-methylene-1-oxobutyl)phenoxymethyl]-3-methyl-1,2,4-oxadiazole 
• 1006585-49-4 1-(2,3-dichloro-4-((3-phenyl-1,2,4-oxadiazol-5-yl)methoxy)phenyl)-2-methylenebutan-1-one 
• 1160-10-7 (2,3-dichloro-4-[2-dimethylaminomethyl-butyryl]phenoxy)acetic acid 
• 1370244-01-1 2-[2,3-dichloro-4-(2-methylene-1-oxobutyl)phenoxymethyl]-4-(4-trifluoromethylphenyl)thiazole 
• 1370243-99-4 2-[2,3-dichloro-4-(2-methylene-1-oxobutyl)phenoxymethyl]-4-(naphthalen-2-yl)thiazole 
• 1370243-97-2 2-[2,3-dichloro-4-(2-methylene-1-oxobutyl)phenoxymethyl]-4-(4-nitrophenyl)thiazole 
• 1370244-37-3 2-[2,3-dichloro-4-(1-oxobutyl)phenoxymethyl]-4-(4-trifluoromethylphenyl)thiazole 
• 1370244-35-1 2-[2,3-dichloro-4-(1-oxobutyl)phenoxymethyl]-4-(naphthalen-2-yl)thiazole 
• 1370244-33-9 2-[2,3-dichloro-4-(1-oxobutyl)phenoxymethyl]-4-(4-nitrophenyl)thiazole 
• 1370244-48-6 2-[2,3-dichloro-4-(1-oxo-butyl) phenoxy]ethanethioamide 
• 1174155-05-5 N-butyl-2-(4-butyryl-2,3-dichlorophenoxy)acetamide 

Relevant articles and documents

Process for the Preparation of Ethacrynic Acid

The invention provides an improved process for preparing Ethacrynic acid of formula I, including the steps of: (a) reacting 4-butyryl-2,3-dichloro-phenoxy acetic acid of formula II with dimethylamine or its salt to obtain [2,3-dichloro-4-[2-dimethylaminomethyl butyryl phenoxy acetic acid of formula III or its salt; (b) hydrolysing [2,3-dichloro-4-[2-dimethylaminomethyl butyryl phenoxy acetic acid hydrochloride of formula III obtained in step a) with t-butyl amine to obtain t-butyl amine salt of Ethacrynic acid; (c) acidifying the t-butyl amine salt of Ethacrynic acid formed in step b) to obtain Ethacrynic acid of formula I; and(d) optionally purifying the obtained Ethacrynic acid with a solvent mixture of alkyl acetate and hydrocarbon solvent. The invention also provides crystalline t-butylamine salt of Ethacrynic acid and process thereof. Also provide compound Ethacrynic acid having a purity of greater than or equal to 99% and a composition including the compound.

Liquid chromatographic analysis of ethacrynic acid and degradation products in pharmaceutical systems

An accurate, reproducible, and specific reversed-phase high-performance liquid chromatographic (HPLC) system was developed for the determination of ethacrynic acid and its degradation products. The method was used in stability studies of the drug in the solid state, in solution, and in dosage forms. Three degradation products were isolated by preparative chromatography and identified by several techniques, principally NMR and MS. TLC R(f) and HPLC response factors are quoted. A degradation scheme consistent with the observed stability profiles is proposed.