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Ethyl 4-amino-3-methoxybenzoate

Product Name
Ethyl 4-amino-3-methoxybenzoate
CAS No.
73368-41-9
Chemical Name
Ethyl 4-amino-3-methoxybenzoate
Synonyms
Ethyl 4-amino-3-methoxybenzoate;Ethyl 3-methoxy-4-aminobenzoate;Ethyl 4-amino-3-methoxybenzoate 13C6;Benzoic acid, 4-amino-3-methoxy-, ethyl ester;4-amino-3-methoxy-Benzoic acid ethyl ester (9CI ACI);Benzoic acid, 4-amino-3-methoxy-, ethyl ester (9CI, ACI)
CBNumber
CB41568840
Molecular Formula
C10H13NO3
Formula Weight
195.22
MOL File
73368-41-9.mol
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Ethyl 4-amino-3-methoxybenzoate Property

Melting point:
84-85 °C
Boiling point:
343.6±22.0 °C(Predicted)
Density 
1.147±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
2.45±0.10(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
E937580
Product name
Ethyl4-Amino-3-methoxybenzoate
Packaging
10mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA70851
Product name
4-Amino-3-methoxybenzoic acid ethyl ester
Packaging
10g
Price
$80
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA70851
Product name
4-Amino-3-methoxybenzoic acid ethyl ester
Packaging
25g
Price
$150
Updated
2021/12/16
AK Scientific
Product number
1396AC
Product name
Ethyl4-amino-3-methoxybenzoate
Packaging
10g
Price
$158
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA70851
Product name
4-Amino-3-methoxybenzoic acid ethyl ester
Packaging
50g
Price
$270
Updated
2021/12/16
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Ethyl 4-amino-3-methoxybenzoate Chemical Properties,Usage,Production

Synthesis

64-17-5

2486-69-3

73368-41-9

A 22-liter three-necked round-bottom flask (RBF) was assembled with an electric heating jacket, thermocouple probe, overhead mechanical stirrer, water-cooled condenser, nitrogen bubbler, and charging funnel. 4-Amino-3-methoxybenzoic acid (1.0 kg, 5.98 mol, 1.0 eq.) and ethanol (10.0 l, 10 v/v) were added to the flask to form a stir-able slurry. Sulfuric acid (1.17 kg, 0.64 L, 12.0 mol, 2.0 eq.) was slowly added for 1 hour without external cooling. The slurry initially thickened, then dispersed and eventually dissolved completely to form a dark solution. Exotherm during spiking raised the temperature to 45 °C; additional heat was then applied to reflux the solution and it was kept refluxing overnight. Analysis by HPLC sampling showed 5% of the starting benzoic acid remaining. The condenser was switched to distillation mode and 2.5 liters of solvent was distilled. The reaction mixture was cooled to 6 °C in an ice bath and the pH was adjusted to 12 by slow addition of aqueous sodium hydroxide (50 wt%, 1.03 kg, 681 mL, 12.9 mol, 2.15 eq.), controlling the temperature to be below 20 °C. After stirring for 30 minutes, an additional amount of water (4.0 liters) was added and stirring was continued for 30 minutes at about 10°C. The solid product was collected by filtration, washed thoroughly with water (4.0 liters) and subsequently dried under vacuum at 65 °C overnight. Ethyl 4-amino-3-methoxybenzoate 1.04 kg (89.1% yield) was obtained as a light brown solid. Melting point: 83-87 °C (DSC measurement); 1H NMR (300 MHz, CDCl3) δ 7.56 (1H, dd, J = 7.9,1.5 Hz), 7.47 (1H, d, J = 1.5 Hz), 6.66 (1H, d, J = 7.9 Hz), 4.33 (2H, t, J = 7.2 Hz), 4.27 (1H, br s) , 3.90 (3H, s), 1.37 (3H, t, J = 7.2 Hz).

References

[1] Journal of the American Chemical Society, 1998, vol. 120, # 14, p. 3332 - 3339
[2] Patent: WO2014/128094, 2014, A1. Location in patent: Page/Page column 22
[3] European Journal of Medicinal Chemistry, 2007, vol. 42, # 5, p. 567 - 579
[4] Patent: US2009/259049, 2009, A1. Location in patent: Page/Page column 12
[5] Patent: US2011/86882, 2011, A1. Location in patent: Page/Page column 27

Ethyl 4-amino-3-methoxybenzoate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl 4-amino-3-methoxybenzoate Suppliers

Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
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info@chemlin.com.cn
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China
ProdList
16075
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Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
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info@hanhongsci.com
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China
ProdList
42934
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64
Bide Pharmatech Ltd.
Tel
400-164-7117 13681763483
Fax
+86-21-61629029
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product02@bidepharm.com
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China
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Shanghai Na Qian Chemical Technology Co. Ltd.
Tel
13598610367
Fax
QQ:2468833170
Email
2841375912@qq.com
Country
China
ProdList
2788
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52
Changzhou Tianrui Pharmaceutical Technology Co., Ltd.
Tel
0519-85386832 13382812559
Fax
0519-85386832
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sales@cztrchem.com
Country
China
ProdList
1185
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Changzhou Anxuan Chemical, Co., Ltd.
Tel
13912302692 13912302692;
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sales@anxuanchem.com
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China
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Amadis Chemical Company Limited
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571-89925085
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0086-571-89925065
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China
ProdList
131957
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Nanjing Klender Bio-Technology Co., Ltd.
Tel
025-52343882 18112933882
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025-52343882
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sales@kldbio.com
Country
China
ProdList
2019
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Shanghai CR Corporation Limited
Tel
13062833949; 4006653949 4006653949
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QQ: 2136646215
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fred.wen@crcorporation.cn
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China
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Aikon International Limited
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025-58859352 18068836627
Fax
(5)02557626880
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dt3@aikonchem.com
Country
China
ProdList
15493
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View Lastest Price from Ethyl 4-amino-3-methoxybenzoate manufacturers

Career Henan Chemical Co
Product
Ethyl 4-amino-3-methoxybenzoate 73368-41-9
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2019-12-24

73368-41-9, Ethyl 4-amino-3-methoxybenzoateRelated Search:


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  • Ethyl 4-amino-3-methoxybenzoate
  • Benzoic acid, 4-amino-3-methoxy-, ethyl ester
  • Ethyl 4-amino-3-methoxybenzoate 13C6
  • Benzoic acid, 4-amino-3-methoxy-, ethyl ester (9CI, ACI)
  • 4-amino-3-methoxy-Benzoic acid ethyl ester (9CI ACI)
  • 73368-41-9
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  • Iodine Compounds