5-methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid
Uses- Product Name
- 5-methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid
- CAS No.
- 1293284-55-5
- Chemical Name
- 5-methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid
- Synonyms
- RMA-886;Daridorexant Impurity 4;5-methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid;5-methoxy-2-(2H-1,2,3-triazole-2-yl)benzenemacetic acid;5-meth5-methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acidoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid
- CBNumber
- CB24754161
- Molecular Formula
- C10H9N3O3
- Formula Weight
- 219.19676
- MOL File
- 1293284-55-5.mol
5-methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid Property
- InChI
- InChI=1S/C10H9N3O3/c1-16-7-2-3-9(8(6-7)10(14)15)13-11-4-5-12-13/h2-6H,1H3,(H,14,15)
- InChIKey
- OFURCFFCWJMVKQ-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC(OC)=CC=C1N1N=CC=N1
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
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
5-methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid Chemical Properties,Usage,Production
Uses
5-Methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid is commonly used as an intermediate in organic synthesis and pharmaceutical chemistry. It can be used as a core structure for drug molecules to modify and synthesize compounds with specific biological activities. In the pharmaceutical field, it is frequently used to prepare the drug molecule suvorexin, the first marketed orexin receptor antagonist, which promotes sleep by increasing drowsiness and improving sleep quality.
Synthesis
A solution of 2-(2-iodo-4-methoxyphenyl)-2H-1,2,3-triazole in tetrahydrofuran was cooled to 0 C, then isopropylmagnesium chloride was added to the resulting reaction mixture at 0 C. The solution was cooled to -20 C, then carbon dioxide (gas) was added to the solution over 30 min. The resulting mixture was cooled to -20 C and then carbon dioxide (gas) was drummed into the solution over a period of 30 minutes. The reaction mixture was then brought back to 8 C and 2 N HCl was added to the resulting reaction mixture.At the end of the reaction the reaction mixture was distilled under reduced pressure at 60 C to remove the THF.The residue was then extracted with TBME and the resulting organic layer was washed with 1 M HCl, and the product was extracted into an aqueous layer with 1 M NaOH. The aqueous layer was filtered with activated carbon and the filtrate was diluted with H2O. The mixture was treated with 32% aqueous hydrochloric acid, the resulting suspension was filtered and the filtrate was washed with H2O. The resulting reaction mixture was dried at 60 C under reduced pressure. Crystallization from toluene or H2O afforded the target molecule 5-methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid.
5-methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid manufacturers
- Product
- 5-Methoxy-2-(2H-1,2,3-triazol-2-yl)benzoic acid 1293284-55-5
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1000kg
- Release date
- 2025-11-07
- Product
- 5-Methoxy-2-(2h-1,2,3-triazol-2-yl)benzoic acid 1293284-55-5
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1
- Release date
- 2025-08-27