5-FLUOROANTHRANILONITRILE

5-FLUOROANTHRANILONITRILE - Names and Identifiers

Name	2-AMINO-5-FLUOROBENZONITRILE
Synonyms	5-FLUOROANTHRANILONITRILE 5-FLUOROANTHRONILONITRILE 2-AMino-5-fluorobenzonitrle 5-FLUOROANTHRONILONITRILE 2-Amino-5-fluorobenonitrile 2-AMINO-5-FLUOROBENONITRILE 5-FLUOROANTHRANILONITRILE 2-AMINO-5-FLUOROBENZONITRILE 2-Cyano-4-fluoroaniline, 5-Fluoroanthranilonitrile
CAS	61272-77-3
InChI	InChI=1/C7H5FN2/c8-6-1-2-7(10)5(3-6)4-9/h1-3H,10H2

5-FLUOROANTHRANILONITRILE - Physico-chemical Properties

Molecular Formula	C7H5FN2
Molar Mass	136.13
Density	1.25±0.1 g/cm3(Predicted)
Melting Point	92-96 °C (lit.)
Boling Point	138 °C/15 mmHg (lit.)
Flash Point	120.4°C
Vapor Presure	0.00507mmHg at 25°C
pKa	1.87±0.10(Predicted)
Storage Condition	Keep in dark place,Inert atmosphere,Room temperature
Refractive Index	1.56
MDL	MFCD02683869
Physical and Chemical Properties	Appearance: light yellow crystal Melting Point: 91-95 ° C

5-FLUOROANTHRANILONITRILE - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
Safety Description	S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes.
UN IDs	3439
WGK Germany	3
Hazard Note	Irritant

5-FLUOROANTHRANILONITRILE - Reference Information

Use

2-amino-5-fluorobenzonitrile is a key class of intermediates.

preparation

2-amino-5-fluorobenzonitrile can be prepared from 2, 5-difluorobenzaldehyde is prepared by a three-step reaction. The preparation method comprises the following steps:(1) add 142g(1mol) of 2, 5-difluorobenzaldehyde, 500ml of dichloromethane to the reaction flask, 83.4g(1.2mol) hydroxylamine hydrochloride, 202g(2mol) triethylamine, stirred at 20 ° C. For 4 hours after addition, the reaction was followed by HPLC until the reaction of 2, 5-difluorobenzaldehyde was complete; the organic layer was washed with 95% ml of water, and the organic layer was concentrated to give 149.2G of compound III, molar yield. (2) add 78.5g(0.5mol) of compound III, of N,N-dimethylformamide, 153g(1mol) of phosphorus oxychloride to the reaction flask, and stir at 80 ° C. For 6 hours, the reaction was followed by HPLC until the reaction of compound III was complete; The reaction was quenched into 85% ml ice water, filtered and dried to obtain 59g of compound IV, molar yield. (3) to the reaction flask, add 41.7g(0.3mol) of compound IV, 25.5 of N,N-dimethylformamide, and give 1.5g (mol) of ammonia gas at 20 ° C, the reaction was followed by HPLC until the reaction of compound IV was complete. The reaction was quenched into 95% ml ice water, filtered, and the solid was dried to obtain 38.8G of compound I, molar yield.

Last Update：2024-04-10 22:29:15