429856

2-Amino-6-fluorobenzonitrile

99%

• Synonym(s): 6-Fluoroanthranilonitrile
• Linear Formula: H₂NC₆H₃(F)CN
• CAS Number: 77326-36-4
• Molecular Weight: 136.13
• MDL number: MFCD00015477
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866895
• NACRES: NA.22

Properties

• Assay: 99%
• mp: 125-128 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: Nc1cccc(F)c1C#N
• InChI: 1S/C7H5FN2/c8-6-2-1-3-7(10)5(6)4-9/h1-3H,10H2
• InChI key: IQUNZGOZUJITBJ-UHFFFAOYSA-N

Description

General description

2-Amino-6-fluorobenzonitrile can be prepared by treatment of 2,6- difluorobenzonitrile with ammonia, which involves displacement of one of the activated fluorine atoms.

Application

2-Amino-6-fluorobenzonitrile, a medicinal chemistry intermediate, has been employed for the preparation of tacrine-related compounds. It may be used for the synthesis of antifolate and antibacterial quinazoline derivatives.
It may be used for the synthesis bis(4-oxoquinazolin-2-yl)pyridine and fluoro-containing quinazolin-4(1H)-ones. It may be employed for the synthesis of the following novel huprines:

• 12-amino-3-chloro-6,7,10,11-tetrahydro-9-isopropyl-7,11-methanocycloocta[b]quinoline hydrochloride
• 9-allyl-12-amino-3-chloro-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinoline hydrochloride
• 12-amino-1-fluoro-6,7,10,11-tetrahydro-9-isopropyl-7,11-methanocycloocta[b]quinoline hydrochloride
• 9-allyl-12-amino-1-fluoro-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinoline hydrochloride

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H319
• Precautionary Statements: P264 - P280 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Eye Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves