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2-Amino-5-methoxybenzoic acid

Product Name
2-Amino-5-methoxybenzoic acid
CAS No.
6705-03-9
Chemical Name
2-Amino-5-methoxybenzoic acid
Synonyms
5-METHOXYANTHRANILIC ACID;2-AMino-5-Methoxyben;2-Amino-5-Methoxybenzoic;Mefenamic Acid Impurity 21;5-Methoxyanththranillic Acid;Anthranilic acid, 5-methoxy-;2-AMINO-5-METHOXYBENZOIC ACID;2-AMINO-5-METHOXYLBENZOIC ACID;2-azanyl-5-methoxy-benzoic acid;2-Amino-5-MethoxybenzoicAcid98%
CBNumber
CB6161046
Molecular Formula
C8H9NO3
Formula Weight
167.16
MOL File
6705-03-9.mol
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2-Amino-5-methoxybenzoic acid Property

Melting point:
148-152 °C
Boiling point:
349.9±27.0 °C(Predicted)
Density 
1.303±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Methanol (Slightly)
form 
Crystalline Powder
pka
2.08±0.10(Predicted)
color 
White to yellow to pale orange
BRN 
777690
InChI
InChI=1S/C8H9NO3/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4H,9H2,1H3,(H,10,11)
InChIKey
UMKSAURFQFUULT-UHFFFAOYSA-N
SMILES
C(O)(=O)C1=CC(OC)=CC=C1N
CAS DataBase Reference
6705-03-9(CAS DataBase Reference)
NIST Chemistry Reference
5-Methoxyanthranilic acid(6705-03-9)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38-20/21/22
Safety Statements 
26-36/37/39-36-37
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29225090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
665118
Product name
2-Amino-5-methoxybenzoic acid
Purity
97%
Packaging
1g
Price
$86.8
Updated
2025/07/31
Sigma-Aldrich
Product number
665118
Product name
2-Amino-5-methoxybenzoic acid
Purity
97%
Packaging
5g
Price
$128
Updated
2025/07/31
TCI Chemical
Product number
A1767
Product name
2-Amino-5-methoxybenzoic Acid
Packaging
5G
Price
$90
Updated
2025/07/31
TCI Chemical
Product number
A1767
Product name
2-Amino-5-methoxybenzoic Acid
Packaging
25G
Price
$267
Updated
2025/07/31
TRC
Product number
A611915
Product name
2-Amino-5-methoxybenzoic acid
Packaging
10g
Price
$140
Updated
2021/12/16
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2-Amino-5-methoxybenzoic acid Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powder

Uses

2-Amino-5-methoxybenzoic acid is a general reagent used in the synthesis of substituted isoquinolinonaphthyridines, quinazolinones, imidazobenzodiazepines, pyridoquinazolones and polycyclic hexahydrobenzo[c]acridines.

Uses

2-Amino-5-methoxybenzoic Acid is used in the synthesis of quinazolinone class of histamine H3 receptor inverse agonists. It is also used in the synthesis of Alogliptin, a selective inhibitor of the s erine protease dipeptidyl peptidase IV.

Definition

ChEBI: 2-Amino-5-methoxybenzoic acid is a methoxybenzoic acid.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

1882-69-5

6705-03-9

Using 5-methoxy-2-nitrobenzoic acid (1) as starting material, its nitro group was reduced by catalytic hydrogenation using H2 and Pd/C to afford 2-amino-5-methoxybenzoic acid (2) in quantitative yield. Subsequently, compound (2) was subjected to diazotization reaction with NaNO2 followed by treatment with Na2S2 to obtain stable disulfide compound (3) in 80% yield. This disulfide (3) was directly reacted with SOCl2 without further purification, followed by reaction with 2-chloroethylamine in the presence of Et3N to produce amide (4) in 90% yield. The compound (4) was converted to the cyclized product (5) by a one-pot method with trimethylphosphine and Et3N co-refluxed in THF. Finally, reduction of the cyclized amide (5) using LiAlH4 afforded 7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (6).

References

[1] Patent: US2007/49572, 2007, A1. Location in patent: Page/Page column 34
[2] Patent: US2005/215540, 2005, A1. Location in patent: Page/Page column 37
[3] Patent: WO2016/23826, 2016, A1. Location in patent: Page/Page column 40
[4] Synthesis (Germany), 2017, vol. 49, # 1, p. 135 - 144
[5] Medicinal Chemistry Research, 2002, vol. 11, # 9, p. 504 - 537

2-Amino-5-methoxybenzoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Amino-5-methoxybenzoic acid Suppliers

Shanghai Harvest Chemical Industrial Co., Ltd.
Tel
021-31038972,31038973 17321035817
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+86-21-51385350
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sales@harvest-chem.com
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China
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Changzhou Tianrui Pharmaceutical Technology Co., Ltd.
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0519-85386832 13382812559
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0519-85386832
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sales@cztrchem.com
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China
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Nanjing LuoDa Chemical Co., Ltd
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025-66016961 13382082786
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025-52204547
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China
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Wuhan EnTai Technology Development Co,.Ltd
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86-27-82330560
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86-27-82330547
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2536851935@qq.com
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China
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J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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86-10-82849933
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jkinfo@jkchemical.com
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China
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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4006356688 18621169109
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86-21-61259102
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market03@meryer.com
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China
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40228
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Alfa Aesar
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400-6106006
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021-67582001/03/05
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saleschina@alfa-asia.com
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China
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Energy Chemical
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021-021-58432009 400-005-6266
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021-58436166
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sales8178@energy-chemical.com
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Capot Chemical Co., Ltd
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+86 (0) 571 85 58 67 18
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0086-571-85864795
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Beijing Ouhe Technology Co., Ltd
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010-010-82967028 13522913783
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+86-10-82967029
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2355560935@qq.com
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China
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View Lastest Price from 2-Amino-5-methoxybenzoic acid manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd
Product
2-Amino-5-methoxybenzoic acid 6705-03-9
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
Customise
Release date
2025-08-22
Shaanxi Dideu New Materials Co. Ltd
Product
2-Amino-5-methoxybenzoic acid 6705-03-9
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-02-28
Career Henan Chemical Co
Product
2-Amino-5-methoxybenzoic acid 6705-03-9
Price
US $1.00/kg
Min. Order
1kg
Purity
95%-99%
Supply Ability
100kg
Release date
2018-12-20

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