4-Amino-3-chloro-benzoic acid ethyl ester
- Product Name
- 4-Amino-3-chloro-benzoic acid ethyl ester
- CAS No.
- 82765-44-4
- Chemical Name
- 4-Amino-3-chloro-benzoic acid ethyl ester
- Synonyms
- AKOS BB-3099;4-amino-3-chloro-2-ethylbenzoate;4-AMINO-3-CHLORO-BENZOIC ACID ETHYL ESTER;Benzoic acid, 4-aMino-3-chloro-, ethyl ester;ethyl 4-amino-3-chlorobenzoate(SALTDATA: FREE);4-amino-3-chloro-Benzoic acid ethyl ester (9CI ACI);Benzoic acid, 4-amino-3-chloro-, ethyl ester (9CI, ACI)
- CBNumber
- CB2206004
- Molecular Formula
- C9H10ClNO2
- Formula Weight
- 199.63
- MOL File
- 82765-44-4.mol
4-Amino-3-chloro-benzoic acid ethyl ester Property
- Melting point:
- 83-84°C
- Boiling point:
- 110-115 °C(Press: 0.001 Torr)
- Density
- 1.262±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 0.56±0.10(Predicted)
- Appearance
- White to off-white Solid
Safety
- HS Code
- 2922498590
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H226Flammable liquid and vapour
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233Keep container tightly closed.
P240Ground/bond container and receiving equipment.
P241Use explosion-proof electrical/ventilating/lighting/…/equipment.
P242Use only non-sparking tools.
P243Take precautionary measures against static discharge.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P370+P378In case of fire: Use … for extinction.
P403+P235Store in a well-ventilated place. Keep cool.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- E899845
- Product name
- Ethyl4-Amino-3-chlorobenzoate
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- E899845
- Product name
- Ethyl4-Amino-3-chlorobenzoate
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 180858
- Product name
- 4-Amino-3-chlorobenzoic acid ethyl ester
- Purity
- 95%+
- Packaging
- 1g
- Price
- $60
- Updated
- 2021/12/16
- Product number
- OR346587
- Product name
- 4-Amino-3-chlorobenzoicacidethylester
- Purity
- 95+%
- Packaging
- 1g
- Price
- $87
- Updated
- 2021/12/16
- Product number
- OR346587
- Product name
- 4-Amino-3-chlorobenzoicacidethylester
- Purity
- 95+%
- Packaging
- 5g
- Price
- $145
- Updated
- 2021/12/16
4-Amino-3-chloro-benzoic acid ethyl ester Chemical Properties,Usage,Production
Uses
4-Amino-3-chloro-benzoic acid ethyl ester is used as a pharmaceutical intermediate in pharmaceutical synthesis and scientific research.
Synthesis
94-09-7
82765-44-4
To a solution of ethyl 4-aminobenzoate (2.0 mmol) in acetonitrile (2 mL) was added N-chlorosuccinimide (NCS, 2.05 mmol). The reaction mixture was heated to reflux for 5 hours. Upon completion of the reaction, the reaction mixture was extracted with ethyl acetate and the organic layer was washed with 5% sodium hydroxide solution and subsequently dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to give the crude product. Purification by recrystallization in hexane afforded ethyl 4-amino-3-chlorobenzoate (27c) as purple crystals (melting point 81-83 °C) in 86% yield. The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3) and 13C NMR (75 MHz, CDCl3): 1H NMR δ 1.33 (t, 3H, J=7.0 Hz, CH3), 4.29 (q, 2H, J=7.0 Hz, CH2), 6.70 (d, 1H, J=8.5 Hz, Ar-H), 7.72 (dd , 1H, J=8.4,1.9 Hz, Ar-H), 7.92 (d, 1H, J=1.9 Hz, Ar-H); 13C NMR δ 14.30, 60.62, 114.35, 118.06, 120.63, 129.52, 131.12, 146.97, 165.74.
References
[1] Organic Letters, 2008, vol. 10, # 1, p. 113 - 116
[2] Journal of the Brazilian Chemical Society, 2018, vol. 29, # 1, p. 109 - 124
[3] Journal of Medicinal Chemistry, 2004, vol. 47, # 27, p. 6973 - 6982
[4] Patent: US5502073, 1996, A
[5] Patent: US5516774, 1996, A
4-Amino-3-chloro-benzoic acid ethyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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