ChemicalBook > CAS DataBase List > 4-Amino-2-chlorobenzoic acid

4-Amino-2-chlorobenzoic acid

Product Name
4-Amino-2-chlorobenzoic acid
CAS No.
2457-76-3
Chemical Name
4-Amino-2-chlorobenzoic acid
Synonyms
usafnb-1;USAF nb-1;BUTTPARK 44\09-94;RARECHEM AL BO 1298;RARECHEM AL BO 0877;TIMTEC-BB SBB008581;Procaine Impurity 8;2-chloro-4-AMino acid;4-Amino-2-chlorobenzoic;4-CARBOXY-3-CHLOROANILINE
CBNumber
CB1251436
Molecular Formula
C7H6ClNO2
Formula Weight
171.58
MOL File
2457-76-3.mol
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4-Amino-2-chlorobenzoic acid Property

Melting point:
211 °C (dec.) (lit.)
Boiling point:
250°C (rough estimate)
Density 
1.3246 (rough estimate)
refractive index 
1.5560 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Powder
pka
3.81±0.25(Predicted)
color 
Beige to light brown
BRN 
2803668
InChI
InChI=1S/C7H6ClNO2/c8-6-3-4(9)1-2-5(6)7(10)11/h1-3H,9H2,(H,10,11)
InChIKey
MBDUKNCPOPMRJQ-UHFFFAOYSA-N
SMILES
C(O)(=O)C1=CC=C(N)C=C1Cl
CAS DataBase Reference
2457-76-3(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 4-amino-2-chloro-(2457-76-3)
EPA Substance Registry System
Benzoic acid, 4-amino-2-chloro- (2457-76-3)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
DG1575000
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29224995
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
217719
Product name
4-Amino-2-chlorobenzoic acid
Purity
97%
Packaging
5g
Price
$70.14
Updated
2025/07/31
TCI Chemical
Product number
A0951
Product name
4-Amino-2-chlorobenzoic Acid
Purity
>97.0%(T)
Packaging
5g
Price
$53
Updated
2025/07/31
TCI Chemical
Product number
A0951
Product name
4-Amino-2-chlorobenzoic Acid
Purity
>97.0%(T)
Packaging
25g
Price
$155
Updated
2025/07/31
TRC
Product number
A603270
Product name
4-Amino-2-chlorobenzoic acid
Packaging
5g
Price
$65
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA164888
Product name
4-Amino-2-chlorobenzoic acid - 98%
Packaging
100g
Price
$160
Updated
2021/12/16
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4-Amino-2-chlorobenzoic acid Chemical Properties,Usage,Production

Chemical Properties

beige to light brown powder

Uses

4-Amino-2-chlorobenzoic acid is the principal metabolite of 2-Chloroprocaine, a compound that is widely used for epidural analgesia in obstetrics.

Definition

ChEBI: 4-Aminobenzoic acid in which one of the hydrogens ortho- to the carboxylic acid group is substituted by chlorine.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

99-60-5

2457-76-3

The general procedure for the synthesis of 4-amino-2-chlorobenzoic acid from 2-chloro-4-nitrobenzoic acid was as follows: firstly, NaBH4 (1 mmol) was added as a reducing agent to methanol at room temperature and the reaction was carried out for 2 h. Ag (+1) was reduced to Ag (0). Subsequently, the Ag/MMT catalyst was obtained by filtration separation. In a standard reaction procedure, 2-chloro-4-nitrobenzoic acid (0.1 mmol), KOH (0.15 mmol), isopropanol (3 mL) and 1.01 wt% of Ag/MMT catalyst (50 mg) were mixed and the reaction was stirred at room temperature until completion (the reaction progress was monitored by GC). Upon completion of the reaction, the catalyst was removed by filtration. The product was extracted with ethyl acetate and washed repeatedly (3-4 times) with water to remove residual KOH. finally, the solvent in the extract was evaporated to dryness under vacuum to afford the target product 4-amino-2-chlorobenzoic acid.

References

[1] Journal of Medicinal Chemistry, 2004, vol. 47, # 27, p. 6730 - 6739
[2] Journal of the Iranian Chemical Society, 2018, vol. 15, # 2, p. 281 - 291
[3] Patent: US2014/18368, 2014, A1. Location in patent: Paragraph 0162; 0187
[4] Journal of the American Chemical Society, 1949, vol. 71, p. 4154
[5] Chemische Berichte, 1891, vol. 24, p. 706

4-Amino-2-chlorobenzoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Amino-2-chlorobenzoic acid Suppliers

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View Lastest Price from 4-Amino-2-chlorobenzoic acid manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
4-Amino-2-chlorobenzoic acid 2457-76-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-12-06
Hebei Zhuanglai Chemical Trading Co Ltd
Product
4-Amino-2-chlorobenzoic acid 2457-76-3
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-25
Henan Aochuang Chemical Co.,Ltd.
Product
4-Amino-2-chlorobenzoic acid 2457-76-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-10-10

2457-76-3, 4-Amino-2-chlorobenzoic acidRelated Search:

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  • C8H6F3NO2
  • C7H6ClNO2
  • C16H12F6N2O4
  • Aromatic Amino Acids
  • Specialty Synthesis
  • Peptide Synthesis
  • Unnatural Amino Acid Derivatives
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • Benzoic acid
  • Organic acids
  • FINE Chemical & INTERMEDIATES
  • Acids and Derivatives
  • Amines and Anilines
  • Aromatic Amino Acids
  • Peptide Synthesis
  • Unnatural Amino Acid Derivatives