2-amino-4-chlorobenzamide

2-amino-4-chlorobenzamide Property

Melting point:

181.5 °C

Boiling point:

308.8±27.0 °C(Predicted)

Density 

1.394±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

solid

pka

15.48±0.50(Predicted)

Appearance

Off-white to light yellow Solid

Safety

Risk Statements 

43

Safety Statements 

36/37

HS Code 

2924297099

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

2-amino-4-chlorobenzamide Chemical Properties,Usage,Production

Uses

2-Amino-4-chlorobenzamide is a useful research chemical.

Synthesis

Method I: Synthesis of 2-amino-4-chlorobenzamide (ii-b) 1. 2-Amino-4-chlorobenzoic acid (3.42 g, 20 mmol) was dissolved in DMF (45 mL) and HOBt (2.70 g, 20 mmol) was added. 2. After stirring for 10 min, EDC-HCl (3.82 g, 20 mmol) was added to the mixture. 3. the reaction mixture was stirred at room temperature for 2 hr. 4. NH4OH (28%, 5 mL) was slowly added at 0 °C with vigorous stirring. 5. After addition, continue stirring at room temperature for 2 hours. 6. The reaction mixture was added slowly dropwise to water (200 mL) and a precipitate was precipitated. 7. The precipitate was collected by filtration and dried under vacuum to give 2.98 g of the target product ii-b as a gray solid in 87.6% yield. 8. 8. The product was characterized by LCMS m/z = 171.0 (M + 1), 173.0 (M + 3) (Method B) (retention time = 1.39 min). 1H NMR (400 MHz, DMSO-d6): δ 7.27 (d, J = 9.6 Hz, 1H), 6.68 (d, J = 2.4 Hz, 1H), 6.60 (dd, J = 8.4, 2.0 Hz, 1H), 5.50-5.82 (m, 4H).

References

[1] European Journal of Medicinal Chemistry, 2018, vol. 157, p. 1361 - 1375
[2] Patent: US2015/307477, 2015, A1. Location in patent: Paragraph 1473
[3] Patent: JP6121658, 2017, B2. Location in patent: Paragraph 1063; 1064; 1065
[4] Patent: WO2010/99379, 2010, A1. Location in patent: Page/Page column 142
[5] Arkivoc, 2012, vol. 2012, # 8, p. 198 - 213