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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
Molecular Weight:
199.63
MDL Number:
MFCD06411007
MOL File:
82765-44-4.mol
MSDS File:
SDS
Last updated:2026-05-27 23:59:15

4-Amino-3-chloro-benzoic acid ethyl ester Properties

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

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Flame (GHS02)
GHS07,GHS02
Signal word  Warning
Hazard statements  H315-H319-H226
Precautionary statements  P501-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P403+P235
HS Code  2922498590

4-Amino-3-chloro-benzoic acid ethyl ester price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Apolloscientific OR346587 4-Amino-3-chlorobenzoic acid ethyl ester >98% 82765-44-4 1g $21 2026-06-04 Buy
Apolloscientific OR346587 4-Amino-3-chlorobenzoic acid ethyl ester >98% 82765-44-4 5g $33 2026-06-04 Buy
Apolloscientific OR346587 4-Amino-3-chlorobenzoic acid ethyl ester >98% 82765-44-4 25g $130 2026-06-04 Buy
Apolloscientific OR346587 4-Amino-3-chlorobenzoic acid ethyl ester >98% 82765-44-4 100g $487 2026-06-04 Buy
Matrix Scientific 180858 4-Amino-3-chlorobenzoic acid ethyl ester 82765-44-4 1.00g $60 2026-05-18 Buy
Product number Packaging Price Buy
OR346587 1g $21 Buy
OR346587 5g $33 Buy
OR346587 25g $130 Buy
OR346587 100g $487 Buy
180858 1.00g $60 Buy

4-Amino-3-chloro-benzoic acid ethyl ester Chemical Properties,Uses,Production

Uses

4-Amino-3-chloro-benzoic acid ethyl ester is used as a pharmaceutical intermediate in pharmaceutical synthesis and scientific research.

Synthesis

Benzocaine

94-09-7

4-Amino-3-chloro-benzoic acid ethyl ester

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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4-Amino-3-chloro-benzoic acid ethyl ester Spectrum

ethyl 4-amino-3-chlorobenzoate(SALTDATA: FREE) Benzoic acid, 4-aMino-3-chloro-, ethyl ester 4-AMINO-3-CHLORO-BENZOIC ACID ETHYL ESTER AKOS BB-3099 4-amino-3-chloro-2-ethylbenzoate Benzoic acid, 4-amino-3-chloro-, ethyl ester (9CI, ACI) 4-amino-3-chloro-Benzoic acid ethyl ester (9CI ACI) 82765-44-4