ChemicalBook > CAS DataBase List > Benzoic acid, 3-aMino-5-chloro-2-Methyl-, Methyl ester

Benzoic acid, 3-aMino-5-chloro-2-Methyl-, Methyl ester

Product Name
Benzoic acid, 3-aMino-5-chloro-2-Methyl-, Methyl ester
CAS No.
294190-18-4
Chemical Name
Benzoic acid, 3-aMino-5-chloro-2-Methyl-, Methyl ester
Synonyms
Methyl 3-amino-5-chloro-2-methylbenzoate;3-Amino-5-chloro-2-methyl-benzoic acid methyl ester;Benzoic acid, 3-aMino-5-chloro-2-Methyl-, Methyl ester
CBNumber
CB62735054
Molecular Formula
C9H10ClNO2
Formula Weight
199.63
MOL File
294190-18-4.mol
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Benzoic acid, 3-aMino-5-chloro-2-Methyl-, Methyl ester Property

Boiling point:
331.6±37.0 °C(Predicted)
Density 
1.264±0.06 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
pka
2.25±0.10(Predicted)
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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

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

TRC
Product number
M224160
Product name
Methyl3-Amino-5-chloro-2-methylbenzoate
Packaging
50mg
Price
$45
Updated
2021/12/16
Activate Scientific
Product number
AS146554
Product name
Methyl3-amino-5-chloro-2-methylbenzoate
Purity
97%
Packaging
1g
Price
$164
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0369257
Product name
METHYL-3-AMINO-5-CHLORO-2-METHYLBENZOATE
Purity
95.00%
Packaging
5MG
Price
$495.77
Updated
2021/12/16
SynQuest Laboratories
Product number
4758-5-30
Product name
Methyl 3-amino-5-chloro-2-methylbenzoate
Packaging
5G
Price
$1600
Updated
2021/12/16
Matrix Scientific
Product number
130973
Product name
Methyl3-amino-5-chloro-2-methylbenzoate
Purity
>95%
Packaging
5g
Price
$1782
Updated
2021/12/16
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Benzoic acid, 3-aMino-5-chloro-2-Methyl-, Methyl ester Chemical Properties,Usage,Production

Synthesis

294190-17-3

294190-18-4

The general procedure for the synthesis of methyl 3-amino-5-chloro-2-methylbenzoate from methyl 2-methyl-3-nitro-5-chlorobenzoate was as follows: to a stirred solution of methyl 5-chloro-2-methyl-3-nitrobenzoate (5.0 g, 21.78 mmol) in ethyl acetate (150 mL) was added stannous (II) chloride dihydrate (20 g, 89 mmol). The reaction mixture was heated to reflux (oil bath temperature was maintained at 85 °C) and stirred continuously for 3 h until the reaction solution became a clarified solution. The completion of the reaction was confirmed by LCMS. Upon completion of the reaction, the reaction mixture was cooled to room temperature and slowly poured into 1N Na2CO3 solution (200 mL). The resulting suspension was stirred for 30 minutes and subsequently filtered through a diatomaceous earth pad (slowly filtered using a large filter funnel) and washed with ethyl acetate (EtOAc). The filtrate was transferred to a partitioning funnel to separate the organic phase (EtOAc phase), washed sequentially with water and brine, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. Purification was carried out by silica gel column chromatography (Analogix, SF40-120 g, elution gradient 0 to 30% ethyl acetate/hexane) to afford the target product methyl 3-amino-5-chloro-2-methylbenzoate (4.05 g, 20.29 mmol, 93% yield) as a yellow oil. The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6) and mass spectrometry (ES) [M + H]+ 200.0.

References

[1] Patent: WO2013/173441, 2013, A2. Location in patent: Page/Page column 108; 109
[2] Patent: WO2012/142513, 2012, A1. Location in patent: Page/Page column 264-265
[3] Journal of Medicinal Chemistry, 2016, vol. 59, # 4, p. 1556 - 1564

Benzoic acid, 3-aMino-5-chloro-2-Methyl-, Methyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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Benzoic acid, 3-aMino-5-chloro-2-Methyl-, Methyl ester Suppliers

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294190-18-4, Benzoic acid, 3-aMino-5-chloro-2-Methyl-, Methyl esterRelated Search:


  • Benzoic acid, 3-aMino-5-chloro-2-Methyl-, Methyl ester
  • Methyl 3-amino-5-chloro-2-methylbenzoate
  • 3-Amino-5-chloro-2-methyl-benzoic acid methyl ester
  • 294190-18-4