Ethyl 7-nitroindole-2-carboxylate
- Product Name
- Ethyl 7-nitroindole-2-carboxylate
- CAS No.
- 6960-46-9
- Chemical Name
- Ethyl 7-nitroindole-2-carboxylate
- Synonyms
- LABOTEST-BB LT00441290;2-CARBETHOXY-7-NITROINDOLE;ETHYL 7-NITROINDOLE-2-CARBOXYLATE;2-(Ethoxycarbonyl)-7-nitro-1H-indole;Ethyl 7-nitroindole-2-carboxylate,95%;ETHYL 7-NITRO-1H-INDOLE-2-CARBOXYLATE;7-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER;1H-Indole-2-carboxylic acid, 7-nitro-, ethyl ester
- CBNumber
- CB1186613
- Molecular Formula
- C11H10N2O4
- Formula Weight
- 234.21
- MOL File
- 6960-46-9.mol
Ethyl 7-nitroindole-2-carboxylate Property
- Melting point:
- 90-96 °C
- Boiling point:
- 376.52°C (rough estimate)
- Density
- 1.3240 (rough estimate)
- refractive index
- 1.5300 (estimate)
- storage temp.
- 2-8°C
- pka
- 11.98±0.30(Predicted)
- form
- Solid
- Appearance
- Light yellow to yellow Solid
- Water Solubility
- Negligible
- InChI
- InChI=1S/C11H10N2O4/c1-2-17-11(14)8-6-7-4-3-5-9(13(15)16)10(7)12-8/h3-6,12H,2H2,1H3
- InChIKey
- GTZAIVBXGPLYGD-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=CC=C2[N+]([O-])=O)C=C1C(OCC)=O
- CAS DataBase Reference
- 6960-46-9(CAS DataBase Reference)
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.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- E925860
- Product name
- Ethyl7-Nitroindole-2-carboxylate
- Packaging
- 5G
- Price
- $295
- Updated
- 2021/12/16
- Product number
- 023385
- Product name
- Ethyl7-nitro-1H-indole-2-carboxylate
- Purity
- 95%
- Packaging
- 5g
- Price
- $180
- Updated
- 2021/12/16
- Product number
- 0752AC
- Product name
- Ethyl7-nitro-1H-indole-2-carboxylate
- Packaging
- 5g
- Price
- $214
- Updated
- 2021/12/16
- Product number
- 0752AC
- Product name
- Ethyl7-nitro-1H-indole-2-carboxylate
- Packaging
- 10g
- Price
- $401
- Updated
- 2021/12/16
- Product number
- 006854
- Product name
- Ethyl 7-nitroindole-2-carboxylate
- Packaging
- 5g
- Price
- $415
- Updated
- 2021/12/16
Ethyl 7-nitroindole-2-carboxylate Chemical Properties,Usage,Production
Chemical Properties
yellow to brown powder
Uses
Ethyl 7-Nitroindole-2-carboxylate is used to prepare aryl(indolyl)oxadiazoles via Fischer indole synthesis of pyruvate nitrophenylhydrazones. It is also used to synthesize p38 Inhibitors.
Synthesis
292853-66-8
6960-46-9
Example 2: Synthesis of ethyl 7-nitro-1H-indole-2-carboxylate In a 250 mL three-neck flask, dry Compounds 1a and 1b (12.00 g, 47.76 mmol) and polyphosphoric acid (64.56 g, 191.05 mmol) were added. The mixture was heated to 70 °C with thorough stirring, followed by warming to 80 °C for 12 h of reaction. The reaction progress was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the viscous black reaction solution was slowly poured into cold water (400 g) while it was still hot and stirred until the polyphosphoric acid was completely hydrolyzed. At this point, the solution was black in color and a brown-black solid precipitated. The solid was collected by filtration and dried. The dried brown-black solid was extracted continuously for 12 h using Soxhlet extraction method with petroleum ether (boiling point 60-90 °C) as solvent. After completion of extraction, the petroleum ether solution was concentrated to give a yellow solid. Further by ethanol recrystallization, needle-like yellow crystals were obtained, i.e., the target product ethyl 7-nitro-1H-indole-2-carboxylate (10.5 g, 94% yield). Product characterization: Melting point: 92-93°C (literature value: 91-93°C); 1H NMR (200 MHz, CDCl3) δ: 1.41 (t, J = 7.2 Hz, 3H, CH3), 4.42 (q, J = 7.2 Hz, 2H, CH2), 7.20 (t, J = 7.9 Hz, 1H, ArH), 7.28 (d, J = 2.1 Hz, 1H, ArH), 7.97 (d, J = 7.8 Hz, 1H , ArH), 8.21 (d, J = 8.0 Hz, 1H, ArH), 10.25 (s, 1H, NH). 13C NMR (50 MHz, CDCl3) δ: 14.8, 62.0, 109.7, 120.5, 122.6, 130.0, 130.6, 131.1, 131.3, 133.8, 161.1; MS (EI) m/z. MS (EI) m/z: 235 (M+1, 100%), 234 (M+, 69%), 189 (M-45, 38%).
References
[1] Patent: EP2366687, 2011, A2. Location in patent: Page/Page column 8-10
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 6, p. 1850 - 1862
[3] Patent: CN107098846, 2017, A. Location in patent: Paragraph 2633; 2640-2642
[4] Journal of the American Chemical Society, 1958, vol. 80, p. 4621
[5] Journal of Organic Chemistry, 1957, vol. 22, p. 84
Ethyl 7-nitroindole-2-carboxylate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Ethyl 7-nitroindole-2-carboxylate manufacturers
- Product
- Ethyl 7-nitroindole-2-carboxylate 6960-46-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11