4-OXO-4-(2-THIENYL)BUTYRIC ACID

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Products Intro: Product Name:4-Oxo-4-(thiophen-2-yl)butanoic acid
CAS:4653-08-1
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Products Intro: Product Name:4-Oxo-4-(2-thienyl)butyricacid
CAS:4653-08-1
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Products Intro: Product Name:4-Oxo-4-(2-thienyl)butyric acid
4-OXO-4-(2-THIENYL)BUTYRIC ACID Basic information
Product Name:4-OXO-4-(2-THIENYL)BUTYRIC ACID
Synonyms:3-(2-THENOYL)PROPIONIC ACID;4-OXO-4-THIEN-2-YLBUTANOIC ACID;4-OXO-4-(THIOPHEN-2-YL)BUTANOIC ACID;4-OXO-4-THIOPHEN-2-YL-BUTYRIC ACID;4-OXO-4-(2-THIENYL)BUTANOIC ACID;4-OXO-4-(2-THIENYL)BUTYRIC ACID;3-(ALPHA-THENOYL)PROPIONIC ACID;γ-Oxo-2-thiophenebutanoic acid
CAS:4653-08-1
MF:C8H8O3S
MW:184.21
EINECS:225-089-5
Product Categories:Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Thiophenes
Mol File:4653-08-1.mol
4-OXO-4-(2-THIENYL)BUTYRIC ACID Structure
4-OXO-4-(2-THIENYL)BUTYRIC ACID Chemical Properties
Melting point 118-121 °C(lit.)
Boiling point 400.5±25.0 °C(Predicted)
density 1.334±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
pka4.44±0.17(Predicted)
AppearanceWhite to off-white Solid
BRN 133870
CAS DataBase Reference4653-08-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
TSCA Yes
HazardClass IRRITANT
HS Code 29349990
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
4-OXO-4-(2-THIENYL)BUTYRIC ACID Usage And Synthesis
Chemical PropertiesBeige crystalline powder
DefinitionChEBI: A 4-oxo monocarboxylic acid that is butyric acid bearing oxo and 2-thienyl groups at position 4.
Synthesis
Thiophene(SIV) (9CI)

188290-36-0

Succinic anhydride

108-30-5

4-OXO-4-(2-THIENYL)BUTYRIC ACID

4653-08-1

General procedure for the synthesis of 3-(2-thiophenecarbonyl)propionic acid from the compound (CAS:188290-36-0) and succinic anhydride: thiophene (5.0 g, 0.059 mol) and succinic anhydride (7.13 g, 0.0713 mol) were dissolved in ethylene dichloride (50 mL). Aluminum chloride (17.43 g, 0.131 mol) was added at room temperature and the resulting mixture was heated to reflux for 1 hour with stirring. The reaction mixture was cooled to room temperature and diluted with 30 mL of a 1:1 mixture of water and concentrated hydrochloric acid. After stirring for 10 min, the solid was separated by diafiltration and washed with water and dilute hydrochloric acid (50 mL). The solid was dried at room temperature to give 9.8 g (89% yield) of 3-(2-thiophenecarbonyl)propionic acid with a melting point of 103-107°C. 1H NMR (CDCl3, δ): 7.69 (dd, 1H), 7.58 (dd, 1H), 7.07 (dd, 1H), 3.9 (bs, 1H), 3.23 (t, 2H), 2.74 (t, 2H). 2H).

References[1] Patent: WO2004/26848, 2004, A1. Location in patent: Page 33
[2] European Journal of Pharmacology, 2014, vol. 727, # 1, p. 1 - 7
[3] Patent: CN108341797, 2018, A. Location in patent: Paragraph 0008; 0017
[4] Patent: WO2010/76188, 2010, A1. Location in patent: Page/Page column 17-19
[5] Archiv der Pharmazie, 1988, vol. 321, # 10, p. 735 - 738
4-OXO-4-(2-THIENYL)BUTYRIC ACID Preparation Products And Raw materials
Raw materialsSodium hydroxide-->Hydrochloric acid-->Dichloromethane-->Sodium sulfate-->Aluminum chloride-->Succinic anhydride-->Thiophene-->Thiophene(SIV) (9CI)-->1,1-Dichloroethane-->Water
Preparation Products4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE
Tag:4-OXO-4-(2-THIENYL)BUTYRIC ACID(4653-08-1) Related Product Information
CIS-2-(2-THIOPHENECARBONYL)-1-CYCLOHEXANECARBOXYLIC ACID, 99 TRANS-2-(2-THIOPHENECARBONYL)-1-CYCLOHEXANECARBOXYLIC ACID, 99 4-OXO-4-(2-THIENYL)BUTYRIC ACID 4-(2-THIENYL)BUTYRIC ACID 4-THIEN-2-YL-2,4-DIOXOBUTANOIC ACID 4-(5-CHLORO-2-THIENYL)-4-OXOBUTYRIC ACID CHEMBRDG-BB 6539802 4-(5-METHYL-2-THIENYL)-4-OXOBUTYRIC ACID ETHYL 2,4-DIOXO-4-(2-THIENYL)BUTANOATE 2,4-DIOXO-4-THIOPHEN-2-YL-BUTYRIC ACID METHYL ESTER 1-(2-OXO-2-THIEN-2-YLETHYL)CYCLOHEXANECARBOXYLIC ACID ETHYL 3-[2-(4-CHLOROPHENYL)HYDRAZONO]-2,4-DIOXO-4-(2-THIENYL)BUTANOATE 4-OXO-4-THIOPHEN-2-YL-BUTYRIC ACID ETHYL ESTER ETHYL 3-[2-(2-CHLOROPHENYL)HYDRAZONO]-2,4-DIOXO-4-(2-THIENYL)BUTANOATE 3-BROMO-4-OXO-4-THIEN-2-YLBUTANOIC ACID ETHYL 2,4-DIOXO-3-(2-PHENYLHYDRAZONO)-4-(2-THIENYL)BUTANOATE ETHYL 2,4-DIOXO-4-(2-THIENYL)-3-(2-[2-(TRIFLUOROMETHYL)PHENYL]HYDRAZONO)BUTANOATE METHYL 4-(5-CHLOROTHIEN-2-YL)-2,4-DIOXOBUTANOATE

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