ChemicalBook > CAS DataBase List > 2-Amino-4,5-dimethoxybenzoic acid

2-Amino-4,5-dimethoxybenzoic acid

Product Name
2-Amino-4,5-dimethoxybenzoic acid
CAS No.
5653-40-7
Chemical Name
2-Amino-4,5-dimethoxybenzoic acid
Synonyms
LR-79;TIMTEC-BB SBB007800;RARECHEM AL BO 1315;6-AMINOVERATRIC ACID;LABOTEST-BB LT00080709;4,5-DimethoxyanthraniL;5-diMethoxybenzoic acid;4,5-Dimethoxyanthranilic;2-Amino-4,5-dimethoxybenzoic;4,5-Dimethoxyanthanilic acid
CBNumber
CB7420531
Molecular Formula
C9H11NO4
Formula Weight
197.19
MOL File
5653-40-7.mol
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2-Amino-4,5-dimethoxybenzoic acid Property

Melting point:
169-173 °C (dec.) (lit.)
Boiling point:
334.28°C (rough estimate)
Density 
1.3075 (rough estimate)
refractive index 
1.5270 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Acetontrile (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
Crystalline Powder
pka
2.35±0.10(Predicted)
color 
White, beige, or gray to brown
Water Solubility 
Soluble in Methanol and Water
BRN 
782814
Stability:
May be Sensitive To Air Oxidation, Light Sensitive
InChI
InChI=1S/C9H11NO4/c1-13-7-3-5(9(11)12)6(10)4-8(7)14-2/h3-4H,10H2,1-2H3,(H,11,12)
InChIKey
HJVAVGOPTDJYOJ-UHFFFAOYSA-N
SMILES
C(O)(=O)C1=CC(OC)=C(OC)C=C1N
CAS DataBase Reference
5653-40-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
37/39-26-36
WGK Germany 
3
HS Code 
29225090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

Sigma-Aldrich
Product number
252042
Product name
2-Amino-4,5-dimethoxybenzoic acid
Purity
98%
Packaging
5g
Price
$35.42
Updated
2025/07/31
TCI Chemical
Product number
D2013
Product name
4,5-Dimethoxyanthranilic Acid
Purity
>98.0%(HPLC)(T)
Packaging
10g
Price
$41
Updated
2025/07/31
TRC
Product number
A604940
Product name
2-Amino-4,5-dimethoxybenzoic acid
Packaging
50g
Price
$110
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA17551
Product name
2-Amino-4,5-dimethoxybenzoic acid
Packaging
100g
Price
$120
Updated
2021/12/16
SynQuest Laboratories
Product number
4657-1-43
Product name
2-Amino-4,5-dimethoxybenzoic acid
Packaging
100g
Price
$164
Updated
2021/12/16
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2-Amino-4,5-dimethoxybenzoic acid Chemical Properties,Usage,Production

Chemical Properties

Brown Solid

Uses

2-Amino-4,5-dimethoxybenzoic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

4998-07-6

5653-40-7

General procedure for the synthesis of 2-amino-4,5-dimethoxybenzoic acid from 6-nitroveratric acid: first, 48.13 g (0.729 mol) of KOH pellets (85% purity) were dissolved in 250 ml of ice water. Subsequently, 50 g (0.207 mol) of methyl-4,5-dimethoxy-2-nitrobenzoate (1) was added to this clarified solution, and the resulting green suspension was heated to 70 °C. During heating, the color of the solution shifted to dark red. The progress of the reaction was monitored by HPLC and upon completion of the reaction, the solution was cooled to room temperature and the pH was adjusted to 6.6 with 34.6 g (0.570 mol) of glacial acetic acid.The obtained red suspension was hydrogenated at 50 °C and 3.5 bar pressure using 1 g of 10% Pd/C catalyst until the reaction was terminated. Upon completion of hydrogenation, the solution was filtered and the pH was adjusted to 5.1 with 31.82 g (0.525 mol) of glacial acetic acid under the protection of an inert gas.The light green suspension formed was stirred at room temperature for 30 min, followed by cooling to 5 °C and continued stirring for 30 min. The product (2) was obtained by filtration, washed in two batches with a total of 250 ml of ice water and finally dried in a vacuum oven at 55°C for 12 hrs. This process yielded 35.18 g (0.173 mol, 83% yield) of light gray crystalline product.

References

[1] Organic and Biomolecular Chemistry, 2018, vol. 16, # 28, p. 5119 - 5135
[2] Chemistry - An Asian Journal, 2017, vol. 12, # 7, p. 785 - 791
[3] Patent: US2008/319194, 2008, A1. Location in patent: Page/Page column 4
[4] Molecules, 2018, vol. 23, # 1,
[5] RSC Advances, 2016, vol. 6, # 81, p. 77717 - 77734

2-Amino-4,5-dimethoxybenzoic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Amino-4,5-dimethoxybenzoic acid Suppliers

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View Lastest Price from 2-Amino-4,5-dimethoxybenzoic acid manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
2-Amino-4,5-dimethoxybenzoic acid 5653-40-7
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-18
Hebei Zhuanglai Chemical Trading Co Ltd
Product
2-Amino-4,5-dimethoxybenzoic acid 5653-40-7
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-24
Hebei Chuanghai Biotechnology Co,.LTD
Product
2-Amino-4,5-dimethoxybenzoic acid 5653-40-7
Price
US $60.00/KG
Min. Order
1KG
Purity
99.9%
Supply Ability
100000kg
Release date
2024-08-13

5653-40-7, 2-Amino-4,5-dimethoxybenzoic acidRelated Search:

Glycine 4-Aminobenzoic acid 2,3-Dimethoxybenzoic acid 4-Dimethylaminobenzoic acid 3,5-Dimethoxybenzoic acid 2,6-Dimethoxybenzoic acid 3,4-Dimethoxybenzoic acid 2-Amino-4-methylbenzoic acid 6-Aminocaproic acid Anthranilic acid Methyl 2-nitro-3,4,5-trimethoxybenzoate 2-AMINO-4,5-DIMETHOXYBENZOIC ACID METHYL ESTER,6-AMINO-3,4-DIMETHOXYBENZOIC ACID METHYL ESTER 2-Amino-4,5-dimethoxybenzoic acid ethyl ester,6-AMINO-3,4-DIMETHOXYBENZOIC ACID ETHYL ESTER 2-AMINO-3,4,5-TRIMETHOXYBENZOIC ACID Methyl 2-amino-3,4,5-trimethoxybenzoate ETHYL 4,5-DIMETHOXY-2-NITROBENZOATE Methyl 4,5-dimethoxy-2-nitrobenzoate 3,4,5-TRIMETHOXY-2-NITROBENZOIC ACID

  • RARECHEM AL BO 1315
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  • 2-AMino-4,5-bis(Methyloxy)benzoic Acid
  • 2-Amino-4,5-dimethoxybenzoic Acid 6-Aminoveratric Acid
  • 2-Amino-4,5-dimethoxybenzoic acid 4,5-Dimethoxyanthranilic acid
  • 4,5-Dimethoxyanthranilic
  • 4,5-DimethoxyanthraniL
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  • 5653-40-7
  • H2NC6H2OCH32CO2H
  • Aromatic Amino Acids
  • Unnatural Amino Acid Derivatives
  • Specialty Synthesis
  • Peptide Synthesis
  • Amines
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • Aromatics
  • Aromatics Compounds
  • Benzoic acid
  • Organic acids
  • API intermediates