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Methyl 2-amino-3-chlorobenzoate

Application
Product Name
Methyl 2-amino-3-chlorobenzoate
CAS No.
77820-58-7
Chemical Name
Methyl 2-amino-3-chlorobenzoate
Synonyms
2-amino-3-chloroben;Methyl 3-chloroanthranilate;2-amino-3-chlorobenzate ester;METHYL 2-AMINO-3-CHLOROBENZOATE;METHYL 3-CHLORO-2-AMINOBENZOATE;2-Amino-3-chlorbenzoesuremethylester;3-CHLOROANTHRANILIC ACID, METHYL ESTER;2-Amino-3-ChlorobenzonicAcidMethylEster;2-AMINO-3-CHLORO-BENZOIC ACID METHYL ESTER;Benzoic acid, 2-amino-3-chloro-, methyl ester
CBNumber
CB9324266
Molecular Formula
C8H8ClNO2
Formula Weight
185.61
MOL File
77820-58-7.mol
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Methyl 2-amino-3-chlorobenzoate Property

Melting point:
35-37°C
Boiling point:
273.8±20.0 °C(Predicted)
Density 
1.311±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
powder to lump
pka
0.25±0.10(Predicted)
color 
White to Light yellow
InChI
InChI=1S/C8H8ClNO2/c1-12-8(11)5-3-2-4-6(9)7(5)10/h2-4H,10H2,1H3
InChIKey
MSXSZFYRADEEJA-UHFFFAOYSA-N
SMILES
C(OC)(=O)C1=CC=CC(Cl)=C1N
CAS DataBase Reference
77820-58-7(CAS DataBase Reference)
EPA Substance Registry System
Benzoic acid, 2-amino-3-chloro-, methyl ester (77820-58-7)
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Safety

Hazard Codes 
Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-36/37/39
HS Code 
2922390090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

TCI Chemical
Product number
M3074
Product name
Methyl 2-Amino-3-chlorobenzoate
Purity
>98.0%(GC)
Packaging
1g
Price
$20
Updated
2025/07/31
TCI Chemical
Product number
M3074
Product name
Methyl 2-Amino-3-chlorobenzoate
Purity
>98.0%(GC)
Packaging
5g
Price
$80
Updated
2025/07/31
TRC
Product number
M331238
Product name
Methyl 2-Amino-3-chlorobenzoate
Packaging
250mg
Price
$45
Updated
2021/12/16
Matrix Scientific
Product number
076127
Product name
Methyl 2-amino-3-chlorobenzoate
Purity
95+%
Packaging
100g
Price
$559
Updated
2021/12/16
SynQuest Laboratories
Product number
4H58-5-89
Product name
Methyl 2-Amino-3-chlorobenzoate
Packaging
1g
Price
$612
Updated
2021/12/16
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Methyl 2-amino-3-chlorobenzoate Chemical Properties,Usage,Production

Application

Methyl 2-amino-3-chlorobenzoate is an important pharmaceutical and chemical intermediate. It is a key intermediate in the synthesis of the triazolidinesulfonamide herbicide chlorpyrifos and is used in the synthesis of many pesticides.

Chemical Properties

off-white crystalline powder

Synthesis

42087-81-0

77820-58-7

The general procedure for the synthesis of methyl 2-amino-3-chlorobenzoate from methyl 2-nitro-3-chlorobenzoate was as follows: iron powder (1.94 g, 34.8 mmol) was added to an ethanol/acetic acid (100 mL/100 mL) solution of methyl 3-chloro-2-nitrobenzoate (2.5 g, 11.6 mmol) at room temperature. Subsequently, the suspension was refluxed for 2 h under nitrogen protection. After completion of the reaction, it was cooled to room temperature and the solvent was partially removed by rotary evaporator. The resulting residue was partitioned between water/ethyl acetate (200 mL/300 mL). The organic phase was separated and washed sequentially with 1N aqueous sodium hydroxide (50 mL), brine (50 mL), dried over anhydrous magnesium sulfate, and concentrated by rotary evaporator to afford the target product, methyl 2-amino-3-chlorobenzoate, as a tan oily substance (1.7 g, 79% yield), which was converted to a waxy solid upon standing. The crude product was pure enough to be used in subsequent steps without further purification. The product was confirmed by 1H NMR (400 MHz, CDCl3): δ 3.86 (s, 3H), 6.25 (s, 2H), 6.57 (t, J = 7.93 Hz, 1H), 7.39 (dd, J = 7.81, 1.51 Hz, 1H), 7.79 (dd, J = 8.06, 1.51 Hz, 1H). Mass spectrometry analysis showed a molecular ion peak of 185.95 (MH+) and a calculated value of 185.02 for C8H8ClNO2.

Toxics Screening Level

The ITSL for Methyl 2-amino-3-chlorobenzoate is 7 μg/m3 based on an annual averaging time.

References

[1] Patent: US2006/94707, 2006, A1. Location in patent: Page/Page column 64
[2] Patent: US2007/259850, 2007, A1. Location in patent: Page/Page column 99
[3] Bioorganic and Medicinal Chemistry, 1999, vol. 7, # 8, p. 1743 - 1754

Methyl 2-amino-3-chlorobenzoate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Methyl 2-amino-3-chlorobenzoate manufacturers

HANGZHOU HAILAN CHEMICAL CO.,LTD.
Product
Methyl 2-amino-3-chlorobenzoate 77820-58-7
Price
US $0.00/kg
Min. Order
1kg
Purity
99%min
Supply Ability
20tons
Release date
2025-08-21
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
Methyl 2-amino-3-chlorobenzoate 77820-58-7
Price
US $3.00-9.00/KG
Min. Order
0.1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2025-06-21
Qingdao RENAS Polymer Material Co., Ltd.
Product
2-Amino-3-Chlorobenzoic Acid Methyl Ester 77820-58-7
Price
US $0.00/kg
Min. Order
20kg
Purity
99%
Supply Ability
20 tons
Release date
2024-08-26

77820-58-7, Methyl 2-amino-3-chlorobenzoateRelated Search:


  • 2-AMINO-3-CHLORO-BENZOIC ACID METHYL ESTER
  • METHYL 3-CHLORO-2-AMINOBENZOATE
  • METHYL 2-AMINO-3-CHLOROBENZOATE
  • 2-amino-3-chlorobenzate ester
  • 2-Amino-3-ChlorobenzonicAcidMethylEster
  • 2-Amino-3-chlorbenzoesuremethylester
  • 3-CHLOROANTHRANILIC ACID, METHYL ESTER
  • Benzoic acid, 2-amino-3-chloro-, methyl ester
  • Methyl 3-chloroanthranilate
  • 3-Chloroanthranilic acid methyl ester (COOCH3=1)
  • 2-amino-3-chloroben
  • 77820-58-7
  • 820-58-7
  • C8H8CINO2
  • Aromatic Esters
  • Organic acids
  • FINE Chemical & INTERMEDIATES
  • K00001