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Methyl 4-amino-3-(trifluoromethoxy)benzoate

Product Name
Methyl 4-amino-3-(trifluoromethoxy)benzoate
CAS No.
457097-93-7
Chemical Name
Methyl 4-amino-3-(trifluoromethoxy)benzoate
Synonyms
Methyl 4-amino-3-(trifluoromethoxy)benzoate;3-trifluoromethoxy-4-aminobenzoate methyl ester;Benzoic acid, 4-amino-3-(trifluoromethoxy)-, methyl ester
CBNumber
CB12688652
Molecular Formula
C9H8F3NO3
Formula Weight
235.16
MOL File
457097-93-7.mol
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Methyl 4-amino-3-(trifluoromethoxy)benzoate Property

storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
Appearance
Yellow to brown Solid
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Safety

HS Code 
2918290090
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
M219398
Product name
Methyl4-Amino-3-Trifluoromethoxybenzoate
Packaging
100mg
Price
$75
Updated
2021/12/16
Matrix Scientific
Product number
076963
Product name
Methyl 4-amino-3-(trifluoromethoxy)benzoate
Purity
98%
Packaging
1g
Price
$40
Updated
2021/12/16
Matrix Scientific
Product number
076963
Product name
Methyl 4-amino-3-(trifluoromethoxy)benzoate
Purity
98%
Packaging
5g
Price
$124
Updated
2021/12/16
Matrix Scientific
Product number
076963
Product name
Methyl 4-amino-3-(trifluoromethoxy)benzoate
Purity
98%
Packaging
10g
Price
$190
Updated
2021/12/16
AK Scientific
Product number
3936AE
Product name
Methyl4-amino-3-(trifluoromethoxy)benzoate
Packaging
5g
Price
$212
Updated
2021/12/16
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Methyl 4-amino-3-(trifluoromethoxy)benzoate Chemical Properties,Usage,Production

Synthesis

175278-22-5

67-56-1

457097-93-7

Thionyl chloride (2.68 g, 0.023 mol) was slowly added dropwise to methanol (12 mL) via a syringe at -5 °C, ensuring that the reaction temperature did not exceed -4 °C. After the dropwise addition was completed, the reaction mixture was stirred continuously at -5 °C or lower for 1 hour. Subsequently, 4-amino-3-(trifluoromethoxy)benzoic acid (0.5 g, 0.003 mol) [Alfa Aesar] was added all at once. The reaction mixture was transferred to ambient temperature and stirred for 3 days. After completion of the reaction, the solvent was removed by vacuum concentration. Water (10 mL) was added to the residue and sodium bicarbonate (0.46 g, 5.4 mmol) was added all at once and stirred at ambient temperature for 30 min. The mixture was extracted several times using ethyl acetate. The organic phases were combined, dried with sodium sulfate, filtered and concentrated in vacuum to afford methyl 4-amino-3-(trifluoromethoxy)benzoate 1.02 g (96.2% yield), which was initially a reddish oily material, and gradually transformed to a brown solid after cooling. Mass Spectrometry (MS): m/z 236.1 (MH+). 1H NMR (500MHz, DMSO-d6) data: δ3.771 (s, 3H), 6.329 (s, 2H), 6.834 (d, 1H), 7.6181 (s, 1H), 7.655 (dd, 1H).

References

[1] Patent: WO2014/165816, 2014, A1. Location in patent: Page/Page column 92
[2] Patent: US2015/175557, 2015, A1. Location in patent: Paragraph 0300
[3] Patent: EP2017263, 2009, A1. Location in patent: Page/Page column 213
[4] Patent: US2013/115194, 2013, A1. Location in patent: Paragraph 0335
[5] Patent: US2013/287731, 2013, A1. Location in patent: Paragraph 0284; 0285

Methyl 4-amino-3-(trifluoromethoxy)benzoate Preparation Products And Raw materials

Raw materials

Preparation Products

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Methyl 4-amino-3-(trifluoromethoxy)benzoate Suppliers

Beijing Eternalchem Co,. Ltd.
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