2-Methyl-1,3-benzoxazole-6-carboxylic acid
- Product Name
- 2-Methyl-1,3-benzoxazole-6-carboxylic acid
- CAS No.
- 13452-14-7
- Chemical Name
- 2-Methyl-1,3-benzoxazole-6-carboxylic acid
- Synonyms
- 1,2-Ethanediamine,5-phenyl-;2-Methylbenzoxazole-6-carboxylic Acid;2-Methyl-6-benzoxazole carboxylic acid;6-Benzoxazolecarboxylic acid, 2-methyl-;2-METHYLBENZO[D]OXAZOLE-6-CARBOXYLIC ACID;2-Methyl-1,3-benzoxazole-6-carboxylic acid;Benzenepropanoicacid,7-methyl-β-oxo-,ethylester
- CBNumber
- CB3486568
- Molecular Formula
- C9H7NO3
- Formula Weight
- 177.16
- MOL File
- 13452-14-7.mol
2-Methyl-1,3-benzoxazole-6-carboxylic acid Property
- Melting point:
- >230°C (dec.)
- Boiling point:
- 353.5±15.0 °C(Predicted)
- Density
- 1.380±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly, Heated), Methanol (Slightly, Heated)
- form
- Solid
- pka
- 3.68±0.30(Predicted)
- color
- Pale Beige
Safety
- HS Code
- 2934999090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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.
N-Bromosuccinimide Price
- Product number
- M288900
- Product name
- 2-Methyl-1,3-benzoxazole-6-carboxylicAcid
- Packaging
- 1g
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 073847
- Product name
- 2-Methyl-1,3-benzoxazole-6-carboxylic acid
- Purity
- 95+%
- Packaging
- 1g
- Price
- $86
- Updated
- 2021/12/16
- Product number
- X9879
- Product name
- 2-Methyl-1,3-benzoxazole-6-carboxylicacid
- Packaging
- 1g
- Price
- $111
- Updated
- 2021/12/16
- Product number
- 4H21-1-0S
- Product name
- 2-Methyl-1,3-benzoxazole-6-carboxylic acid
- Packaging
- 1g
- Price
- $160
- Updated
- 2021/12/16
- Product number
- 073847
- Product name
- 2-Methyl-1,3-benzoxazole-6-carboxylic acid
- Purity
- 95+%
- Packaging
- 5g
- Price
- $270
- Updated
- 2021/12/16
2-Methyl-1,3-benzoxazole-6-carboxylic acid Chemical Properties,Usage,Production
Uses
2-Methyl-1,3-benzoxazole-6-carboxylic Acid is used in the synthesis of orexin 1 receptor antagonists, used in the treatment of obesity. Also used in the synthesis of novel benzoxazole amides as novel enhancers of HIV-1 protease inhibitors.
Synthesis
136663-23-5
13452-14-7
General procedure for the synthesis of 2-methyl-1,3-benzoxazole-6-carboxylic acid from methyl 2-methylbenzo[d]oxazole-6-carboxylate: To a mixed solution of tetrahydrofuran (THF) (300 mL) and water (H2O) (100 mL) of methyl 2-methyl-1,3-benzoxazole-6-carboxylate (8) (12.2 g, 0.064 mol), lithium hydroxide monohydrate (LiOH-H2O) (5.4 g, 0.128 mol) and the reaction mixture was stirred vigorously at room temperature. After 2 h of reaction, THF was removed by rotary evaporator under reduced pressure.The remaining aqueous phase was acidified with acetic acid (HOAc) to pH ≈ 3 and then extracted several times with dichloromethane (CH2Cl2). The organic phases were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated to give a beige solid product (10.2 g, 90% yield): melting point 245-246 °C (literature value 245-246 °C); thin-layer chromatography (TLC) (silica gel plate, unfolding agent ethyl acetate/methanol (90:10), detected under a UV lamp) showed a single spot with an Rf value of 0.38. Nuclear magnetic resonance hydrogen spectrum (1H NMR) (300 MHz, DMSO-d6): δ 2.66 (s, 3H, NCH3), 7.75 (d, J = 8.3 Hz, 1H, H-5), 7.96 (dd, J = 8.3, 1.4 Hz, 1H, H-4), 8.16 (d, J = 0.7 Hz, 1H, H-7), 13.12 (bs , 1H, OH).
References
[1] Patent: EP1782811, 2007, A1. Location in patent: Page/Page column 60
[2] Patent: EP1669348, 2006, A1. Location in patent: Page/Page column 68
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 21, p. 6661 - 6664
[4] Patent: WO2016/100184, 2016, A1. Location in patent: Paragraph 00323-00324
[5] Patent: US2007/160538, 2007, A1. Location in patent: Page/Page column 19-20
2-Methyl-1,3-benzoxazole-6-carboxylic acid Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2-Methyl-1,3-benzoxazole-6-carboxylic acid manufacturers
- Product
- 2-Methylbenzo[d]oxazole-6-carboxylic acid 13452-14-7
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99.1%
- Supply Ability
- 100 tons
- Release date
- 2022-01-25
- Product
- 2-Methyl-1,3-benzoxazole-6-carboxylic acid 13452-14-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 150KG
- Release date
- 2019-07-09