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

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7-chloro-4-oxo-4H-chromene-2-carboxylic acid Basic information
Product Name:7-chloro-4-oxo-4H-chromene-2-carboxylic acid
Synonyms:7-chloro-4-oxo-4H-chromene-2-carboxylic acid;4H-1-Benzopyran-2-carboxylic acid, 7-chloro-4-oxo-
CAS:114741-22-9
MF:C10H5ClO4
MW:224.6
EINECS:
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Mol File:114741-22-9.mol
7-chloro-4-oxo-4H-chromene-2-carboxylic acid Structure
7-chloro-4-oxo-4H-chromene-2-carboxylic acid Chemical Properties
Melting point >244oC (dec.)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color PaleYellow to Pale Beige
Safety Information
MSDS Information
7-chloro-4-oxo-4H-chromene-2-carboxylic acid Usage And Synthesis
Synthesis
ethyl 7-chloro-4-oxo-4H-chromene-2-carboxylate

113850-94-5

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

114741-22-9

The general procedure for the synthesis of 7-chloro-4-oxo-4H-chromene-2-carboxylic acid from ethyl 7-chloro-4-oxo-4H-chromene-2-carboxylate was as follows: an aqueous 6M HCl solution (2 mL) was added to a solution of ethyl 7-chloro-4-oxo-4H-chromene-2-carboxylate in acetic acid (4 mL) and the mixture was heated to 80 °C and kept for 4.5 hours. After completion of the reaction, the mixture was cooled to room temperature, diluted with distilled water (6 mL), the resulting beige precipitate (204 mg, 89% yield) was collected by filtration and dried under reduced pressure at 50 °C. The product was characterized by 1H NMR (300 MHz, DMSO-d6): δ 6.92 (s, 1H), 7.58 (dd, J = 8.65,1.86 Hz, 1H), 7.95 (d, J = 1.70 Hz, 1H), 8.04 (d, J = 8.48 Hz, 1H); mass spectrum (APCI) m/z 225 [M + H]+, 224 [ M-H]+, 178.9 [M-CO2H]+.

References[1] Patent: US2005/209274, 2005, A1. Location in patent: Page/Page column 22
7-chloro-4-oxo-4H-chromene-2-carboxylic acid Preparation Products And Raw materials
Raw materialsethyl 7-chloro-4-oxo-4H-chromene-2-carboxylate-->Hydrochloric acid-->Water-->Acetic acid
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