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
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)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 36/37/38-22
- Safety Statements
- 26-36/37/39
- HS Code
- 2922390090
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.
N-Bromosuccinimide Price
- Product number
- M3074
- Product name
- Methyl 2-Amino-3-chlorobenzoate
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $20
- Updated
- 2025/07/31
- Product number
- M3074
- Product name
- Methyl 2-Amino-3-chlorobenzoate
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $80
- Updated
- 2025/07/31
- Product number
- M331238
- Product name
- Methyl 2-Amino-3-chlorobenzoate
- Packaging
- 250mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- J54932
- Product name
- Methyl3-chloro-2-aminobenzoate
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
- Product number
- 076127
- Product name
- Methyl 2-amino-3-chlorobenzoate
- Purity
- 95+%
- Packaging
- 10g
- Price
- $116
- Updated
- 2021/12/16
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
Methyl 2-amino-3-chlorobenzoate Suppliers
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View Lastest Price from Methyl 2-amino-3-chlorobenzoate manufacturers
- 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
- 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
- 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