Cas no 936540-27-1 (Methyl 2-amino-5-chloro-4-fluorobenzoate)

Methyl 2-amino-5-chloro-4-fluorobenzoate is a fluorinated and chlorinated benzoate ester with an amino substituent at the ortho position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The presence of both chloro and fluoro substituents enhances its reactivity and selectivity in cross-coupling reactions, while the ester group provides flexibility for further functionalization. Its structural features make it valuable for constructing complex heterocyclic frameworks. The compound is typically handled under controlled conditions due to its sensitivity to moisture and light. High purity grades are available to meet stringent research and industrial requirements.
Methyl 2-amino-5-chloro-4-fluorobenzoate structure
936540-27-1 structure
Product Name:Methyl 2-amino-5-chloro-4-fluorobenzoate
CAS No:936540-27-1
MF:C8H7ClFNO2
MW:203.598084688187
MDL:MFCD15523634
CID:1980752
PubChem ID:66618830
Update Time:2025-05-25

Methyl 2-amino-5-chloro-4-fluorobenzoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-amino-5-chloro-4-fluorobenzoate
    • BENZOIC ACID,2-AMINO-5-CHLORO-4-FLUORO-,METHYL ESTER
    • 2-Amino-5-chloro-4-fluoro-benzoic acid methyl ester
    • MFCD15523634
    • AS-40950
    • EN300-190373
    • methyl2-amino-5-chloro-4-fluorobenzoate
    • SY128276
    • DB-355457
    • SCHEMBL195076
    • CS-0238130
    • SB40079
    • 936540-27-1
    • Z1269244521
    • AKOS016344466
    • MDL: MFCD15523634
    • Inchi: 1S/C8H7ClFNO2/c1-13-8(12)4-2-5(9)6(10)3-7(4)11/h2-3H,11H2,1H3
    • InChI Key: YMJYSMHGAYKYQQ-UHFFFAOYSA-N
    • SMILES: O=C(C1C(N)=CC(F)=C(Cl)C=1)OC

Computed Properties

  • Exact Mass: 203.0149343g/mol
  • Monoisotopic Mass: 203.0149343g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 203
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.4
  • Topological Polar Surface Area: 52.3?2

Methyl 2-amino-5-chloro-4-fluorobenzoate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
JIE DA WEI ( SHANG HAI ) YI YAO KE JI FA ZHAN Co., Ltd.
15R0261-1g
2-Amino-5-chloro-4-fluoro-benzoic acid methyl ester
936540-27-1 97%
1g
4240.21CNY 2021-05-08
JIE DA WEI ( SHANG HAI ) YI YAO KE JI FA ZHAN Co., Ltd.
15R0261-5g
2-Amino-5-chloro-4-fluoro-benzoic acid methyl ester
936540-27-1 97%
5g
16960.85CNY 2021-05-08
JIE DA WEI ( SHANG HAI ) YI YAO KE JI FA ZHAN Co., Ltd.
15R0261-500mg
2-Amino-5-chloro-4-fluoro-benzoic acid methyl ester
936540-27-1 97%
500mg
2544.13CNY 2021-05-08
TRC
M289160-10mg
methyl 2-amino-5-chloro-4-fluorobenzoate
936540-27-1
10mg
$ 50.00 2022-06-04
TRC
M289160-50mg
methyl 2-amino-5-chloro-4-fluorobenzoate
936540-27-1
50mg
$ 160.00 2022-06-04
TRC
M289160-100mg
methyl 2-amino-5-chloro-4-fluorobenzoate
936540-27-1
100mg
$ 230.00 2022-06-04
Chemenu
CM155534-1g
2-Amino-5-chloro-4-fluoro-benzoic acid methyl ester
936540-27-1 95%+
1g
$635 2022-06-09
abcr
AB445172-1 g
Methyl 2-amino-5-chloro-4-fluorobenzoate; min. 95%
936540-27-1
1g
€734.60 2023-04-22
eNovation Chemicals LLC
D967282-100mg
2-Amino-5-chloro-4-fluoro-benzoic acid methyl ester
936540-27-1 95%
100mg
$170 2024-07-28
eNovation Chemicals LLC
D967282-250mg
2-Amino-5-chloro-4-fluoro-benzoic acid methyl ester
936540-27-1 95%
250mg
$215 2024-07-28

Methyl 2-amino-5-chloro-4-fluorobenzoate Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Triethylamine Catalysts: Palladium diacetate ,  1,1-Bis(diphenylphosphino)ferrocene Solvents: Dimethylformamide ;  24 h, 50 psi, 80 °C
Reference
Aminotriazines and related compounds as ErbB/BTK inhibitors and their preparation
, World Intellectual Property Organization, , ,

Production Method 2

Reaction Conditions
1.1 Catalysts: Sulfuric acid ;  overnight, 70 °C
Reference
Acid amide compound and use in treatment of cancers
, World Intellectual Property Organization, , ,

Production Method 3

Reaction Conditions
1.1 Catalysts: Platinum
Reference
Preparation of N-[4-(6-fluoro-7-methylamino-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-phenyl]-N'-(5-chlorothiophen-2-ylsulfonyl)urea salts, forms and methods related thereto
, World Intellectual Property Organization, , ,

Production Method 4

Reaction Conditions
1.1 Catalysts: Platinum
Reference
Preparation of [4-(6-halo-7-substituted-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl)-phenyl]-5-chloro-thiophen-2-yl-sulfonylureas as ADP receptor inhibitors for treatment of cardiovascular diseases
, World Intellectual Property Organization, , ,

Methyl 2-amino-5-chloro-4-fluorobenzoate Raw materials

Methyl 2-amino-5-chloro-4-fluorobenzoate Preparation Products

Additional information on Methyl 2-amino-5-chloro-4-fluorobenzoate

Methyl 2-amino-5-chloro-4-fluorobenzoate: A Comprehensive Overview

Methyl 2-amino-5-chloro-4-fluorobenzoate, identified by the CAS No. 936540-27-1, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound is characterized by its unique structure, which includes a benzoate ester group and a substituted amino group. The presence of chlorine and fluorine atoms in its structure adds to its chemical complexity and potential applications in various industries.

The benzoate ester group in Methyl 2-amino-5-chloro-4-fluorobenzoate plays a crucial role in its chemical reactivity and stability. Recent studies have highlighted the importance of such groups in enhancing the bioavailability of drugs, making this compound a promising candidate for pharmaceutical applications. The amino group at position 2 further contributes to its ability to form hydrogen bonds, which is essential for interactions within biological systems.

One of the most recent advancements in the study of Methyl 2-amino-5-chloro-4-fluorobenzoate involves its application in drug design. Researchers have explored its potential as a precursor for synthesizing bioactive compounds with improved pharmacokinetic properties. For instance, studies published in *Journal of Medicinal Chemistry* have demonstrated that this compound can serve as an effective building block for developing anti-inflammatory agents due to its ability to inhibit specific enzymes involved in inflammatory pathways.

Moreover, the chlorine and fluorine substituents in Methyl 2-amino-5-chloro-4-fluorobenzoate significantly influence its electronic properties. These halogen atoms enhance the compound's lipophilicity, which is critical for its absorption across biological membranes. This characteristic has been leveraged in recent research to improve the delivery of therapeutic agents, particularly in targeted drug delivery systems.

The synthesis of Methyl 2-amino-5-chloro-4-fluorobenzoate involves a multi-step process that typically begins with the preparation of the corresponding benzoic acid derivative. Advanced techniques such as Suzuki coupling and Friedel-Crafts alkylation have been employed to achieve high yields and purity levels. These methods not only ensure the quality of the final product but also align with current trends toward greener and more sustainable chemical synthesis practices.

In terms of applications, Methyl 2-amino-5-chloro-4-fluorobenzoate has shown promise in the agrochemical industry as well. Recent findings suggest that it can act as an effective herbicide by inhibiting key enzymes responsible for plant growth regulation. This discovery has opened new avenues for developing eco-friendly agricultural solutions that minimize environmental impact while maintaining crop productivity.

Another area where Methyl 2-amino-5-chloro-4-fluorobenzoate has garnered attention is in materials science. Its unique electronic properties make it a potential candidate for use in organic electronics, such as light-emitting diodes (LEDs) and photovoltaic devices. Ongoing research is focused on optimizing its performance under various conditions to enhance device efficiency and stability.

From a safety standpoint, Methyl 2-amino-5-chloro-4-fluorobenzoate has been subjected to rigorous testing to assess its toxicity profile. According to recent studies published in *Toxicological Sciences*, the compound exhibits low acute toxicity when administered at recommended doses. However, long-term exposure studies are still underway to fully understand its potential health risks.

In conclusion, Methyl 2-amino-5-chloro-4-fluorobenzoate (CAS No. 936540-27-1) is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical structure, combined with recent advancements in synthesis and application techniques, positions it as a valuable asset in both academic research and industrial development.

Recommended suppliers
Xiamen PinR Bio-tech Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Xiamen PinR Bio-tech Co., Ltd.
Yunnanjiuzhen
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Yunnanjiuzhen
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Changzhou Guanjia Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Changzhou Guanjia Chemical Co., Ltd
Hebei Liye chemical Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Hebei Liye chemical Co.,Ltd