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

AK Scientific

Product number: J54932
Product name: Methyl3-chloro-2-aminobenzoate
Packaging: 1g
Price: $10
Updated: 2021/12/16

Matrix Scientific

Product number: 076127
Product name: Methyl 2-amino-3-chlorobenzoate
Purity: 95+%
Packaging: 10g
Price: $116
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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Methyl 2-amino-3-chlorobenzoate Suppliers

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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

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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

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