5-CHLORO-3-PHENYLANTHRANIL Chemical Properties

Melting point:

115-117 °C(lit.)

Boiling point:

395.4±22.0 °C(Predicted)

Density 

1.298

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

-4.98±0.30(Predicted)

form 

Crystalline Powder

color 

Yellow

InChI

InChI=1S/C13H8ClNO/c14-10-6-7-12-11(8-10)13(16-15-12)9-4-2-1-3-5-9/h1-8H

InChIKey

MUHJZJKVEQASGY-UHFFFAOYSA-N

SMILES

N1=C2C(C=C(Cl)C=C2)=C(C2=CC=CC=C2)O1

CAS DataBase Reference

719-64-2(CAS DataBase Reference)

EPA Substance Registry System

2,1-Benzisoxazole, 5-chloro-3-phenyl- (719-64-2)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-37/38-36

Safety Statements 

26-36/37/39-37

WGK Germany 

3

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

2934.99.4400

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

5-CHLORO-3-PHENYLANTHRANIL Usage And Synthesis

Chemical Properties

Crystallized (ethanol). Melting point 115-117°C.

Uses

5-Chloro-3-phenyl-2,1-benzisoxazole, is a Heterocyclic Building Block used for the synthesis of pharmaceuticals and other organic compounds. It is used in the synthesis of novel 2H-1, 4-benzodiazepine-2-ones as inhibitors of HIV-1 transcription.It can also be sued for the synthesis of Nitroacridinones derivatives.

Synthesis

General procedure for the synthesis of 5-chloro-3-phenylbenzo[c]isoxazoles from 2-amino-5-chlorobenzophenone: Oxone (0.270 g, 0.44 mmol) was added to (E)-1-(2-aminophenyl)-3-(4-fluorophenyl)prop-2-en-1-one (1 g, 0.44 mmol) in a MeCN/H?O (2.5 mL/2.5 mL) solution. The reaction mixture was stirred at room temperature and the reaction progress was monitored by TLC and GC-MS. After stirring for 24 h, H?O (150 mL) and CH?Cl? (150 mL) were added for extraction. The organic layer was separated and the aqueous layer was further extracted with CH?Cl? The combined organic layers were washed with H?O, dried over anhydrous Na?SO?, filtered and concentrated. Purification by silica gel column chromatography (n-hexane/EtOAc, 98:2) afforded 3 g of the target product 2,1-benzisoxazole.

References

[1] Synthesis (Germany), 2016, vol. 48, # 18, p. 3017 - 3030
[2] Helvetica Chimica Acta, 1979, vol. 62, p. 185 - 197

5-CHLORO-3-PHENYLANTHRANIL(719-64-2)Related Product Information

• 4-Hydroxybenzophenone
• 4-Bromobenzaldehyde
• 4-Chloro-4'-hydroxybenzophenone
• 2-Amino-5-nitrobenzophenone
• 5-Chloro-2-(methylamino)benzophenone
• (2-Chlorophenyl)phenyl-methanone
• 4-Chlorobenzophenone
• 4-Nitrobenzophenone
• 2-Amino-5-chlorobenzophenone
• 2-Chloro-5-nitrobenzoic acid
• 5-Methylisoxazole
• 2,1-BENZISOXAZOLE
• Anthranilic acid
• 5-CHLORO-3-PHENYLANTHRANIL
• Isoxazole
• 5-PHENYLISOXAZOLE
• 5-chloro-3-(4-methoxyphenyl)benzo[c]isoxazole