5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid
- Product Name
- 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid
- CAS No.
- 956317-36-5
- Chemical Name
- 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid
- Synonyms
- 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid;5-methyl-2-(triazol-2-yl)benzoic acid;EOS-61935;Suvorexant internate 1;Suvorexant Impurity 19;Suvorexant Intermediate II;Piperidine,1-(3-butyn-7-yl)-;5-Methyl-2-(1,2,3-triazol-2-yl)benzoic acid;5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoicaci;2-(2H-1,2,3-TRIAZOL-2-YL)-5-METHYLBENZOIC ACID
- CBNumber
- CB22598921
- Molecular Formula
- C10H9N3O2
- Formula Weight
- 203.2
- MOL File
- 956317-36-5.mol
5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid Property
- Melting point:
- 174-176℃
- Boiling point:
- 413℃
- Density
- 1.35
- vapor pressure
- 0-0.001Pa at 20-70℃
- Flash point:
- 204℃
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- form
- Solid:particulate/powder
- pka
- 3.00±0.36(Predicted)
- color
- White to Light yellow
- InChI
- InChI=1S/C10H9N3O2/c1-7-2-3-9(8(6-7)10(14)15)13-11-4-5-12-13/h2-6H,1H3,(H,14,15)
- InChIKey
- SRBAGFIYKNQXDV-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC(C)=CC=C1N1N=CC=N1
- LogP
- 0.3
- Surface tension
- 56.7mN/m at 1.552g/L and 21.7℃
Safety
- HS Code
- 2933.99.8290
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M2935
- Product name
- 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 1g
- Price
- $73
- Updated
- 2025/07/31
- Product number
- M2935
- Product name
- 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic Acid
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 5g
- Price
- $288
- Updated
- 2025/07/31
- Product number
- M331423
- Product name
- 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic Acid
- Packaging
- 50mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 6492AC
- Product name
- 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic Acid
- Packaging
- 1g
- Price
- $71
- Updated
- 2021/12/16
- Product number
- CS-M1398
- Product name
- 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic Acid
- Purity
- 99.99%
- Packaging
- 25g
- Price
- $156
- Updated
- 2021/12/16
5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid Chemical Properties,Usage,Production
Uses
5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid is mainly used as an intermediate in organic synthesis and medicinal chemistry. It is used in the synthesis of Suvorexant, an orexin antagonist drug used in the treatment of insomnia.
Synthesis
52548-14-8
288-36-8
956317-36-5
Step 1) Synthesis of 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid: under nitrogen protection, N,N-dimethylformamide (30 mL), 1,2,3-triazole (3.45 g, 50 mmol), 2-iodo-5-methylbenzoic acid (5.24 g, 20 mmol), caesium carbonate (11.72 g, 36 mmol), trans-N,N'-dimethyl-1,2-cyclohexanediamine (0.51 g, 3.6 mmol) and cuprous iodide (0.38 g, 2 mmol). The reaction mixture was heated to 100 °C for 4 hours. After completion of the reaction, the mixture was cooled to room temperature, diluted with water (60 mL) and extracted with ethyl acetate (200 mL x 2). The aqueous layer was acidified to pH 1 to 2 with concentrated hydrochloric acid and extracted again with ethyl acetate (200 mL x 2). The organic layers were combined, dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated under vacuum and the residue was purified by silica gel column chromatography (dichloromethane/methanol, v/v=50/1) to give the title compound as a yellow solid (2.76 g, 68%). Mass spectrum (ESI, negative ion) m/z: 202.1 [M-H]-; 1H NMR (CD3OD, 600 MHz) δ (ppm): 7.88 (s, 2H), 7.66 (d, 1H), 7.59 (d, J=8.2 Hz, 1H), 7.50-7.48 (dd, J=8.1 Hz, 1.1 Hz, 1H), 2.45 ( s, 3H); 13C NMR (CD3OD, 151MHz) δ (ppm): 169.8, 140.7, 137.5, 136.7, 133.5, 131.5, 129.3, 126.0, 21.0.
References
[1] Patent: CN106243052, 2016, A. Location in patent: Paragraph 0238; 0239; 0240; 0241; 0242
[2] Patent: WO2017/88759, 2017, A1. Location in patent: Paragraph 00182
[3] Patent: CN107759620, 2018, A. Location in patent: Paragraph 0183-0187
[4] Patent: WO2010/48014, 2010, A1. Location in patent: Page/Page column 33-34
[5] Patent: WO2010/48017, 2010, A1. Location in patent: Page/Page column 38
5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid Suppliers
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View Lastest Price from 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid manufacturers
- Product
- 5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid 956317-36-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1
- Release date
- 2025-08-25
- Product
- 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid 956317-36-5
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 500kg
- Release date
- 2022-12-07
- Product
- 2-(2H-1,2,3-triazol-2-yl)-5-methylbenzoic acid 956317-36-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- In house standard
- Supply Ability
- 1 ton
- Release date
- 2023-02-06