AKOS BBS-00005337

AKOS BBS-00005337 - Names and Identifiers

Name	Quinoline-5-carboxylic acid
Synonyms	NSC30045 AKOS BBS-00005337 RARECHEM AL BE 1510 Quinoline-5-carboxylic quinoline-5-carboxylate 5-Quinolinecarboxylic acid 5-quinolinecarboxylic acid Quinoline-5-carboxylic acid QUINOLINE-5-CARBOXYLIC ACID
CAS	7250-53-5
EINECS	676-942-7
InChI	InChI=1/C10H7NO2/c12-10(13)8-3-1-5-9-7(8)4-2-6-11-9/h1-6H,(H,12,13)/p-1

AKOS BBS-00005337 - Physico-chemical Properties

Molecular Formula	C10H7NO2
Molar Mass	173.17
Density	1.339±0.06 g/cm3(Predicted)
Melting Point	>300°C
Boling Point	386.5±15.0 °C(Predicted)
Flash Point	187.5°C
Water Solubility	Slightly soluble in water.
Vapor Presure	1.15E-06mmHg at 25°C
Appearance	Crystalline powder
Color	White to Gray to Red
BRN	129178
pKa	0.97±0.10(Predicted)
Storage Condition	Inert atmosphere,Room Temperature
MDL	MFCD00047608

AKOS BBS-00005337 - Risk and Safety

Risk Codes	R36/37/38 - Irritating to eyes, respiratory system and skin. R36/38 - Irritating to eyes and skin. R22 - Harmful if swallowed
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection S37 - Wear suitable gloves.
WGK Germany	3
HS Code	29334900
Hazard Class	IRRITANT

AKOS BBS-00005337 - Reference Information

Application

quinoline -5-carboxylic acid is an organic intermediate, which can be made from M-aminobenzoic acid and glycerol, prepared by a two-step reaction. The quinoline-5-carboxylic acid can be used for the preparation of quinoline amides. Amides have good fungicidal, acaricidal, insecticidal and Herbicidal activities, and have a wide range of functions in pesticides and medicines. A series of amides have been synthesized and developed.

preparation

synthesis of methyl quinoline-5-carboxylate (intermediate -97): A 500mL
RB flask equipped with a magnetic stirrer was charged with M-aminobenzoic acid (60g,435mmol), glycerol (168g,1824mmol), 3-nitrobenzoic acid (30g,179mmol). The reaction mixture was heated at 150 °c for 7H. The reaction was cooled to room temperature and MeOH(600ml) was added and refluxed for 12 hours. It was then cooled to 0 °c, quenched with ice and concentrated. The crude reaction mixture was basified with NaHCO3, extracted with DCM and concentrated. The crude material was purified by silica gel column chromatography eluting with petroleum ether (60-80), ethyl acetate and 0.5% triethylamine as eluents. The product (intermediate -97) was obtained as a brown liquid (21g). Synthesis of quinoline-5-carboxylic acid (intermediate -98): To a stirred solution of intermediate -97(21g,112mmol) in a mixture of THF:MeOH (25ml: 200ml) at 0 °c, liOH (10.75g,448mmol) in water (25ml) was added. The resulting reaction mixture was stirred at room temperature for 3 hours. After reaction (monitored by TLC), concentrated and acidified with 1N.HCl (PH = 5). The resulting precipitate was filtered and dried to yield intermediate -98(19g).

Last Update：2024-04-09 02:00:11