ChemicalBook > CAS DataBase List > Ethyl 7-nitroindole-2-carboxylate

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

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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)

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Safety

Hazard Codes: Xi
Safety Statements: 24/25
Hazard Note: Irritant
HS Code: 29339980

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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.

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N-Bromosuccinimide Price

TRC

Product number: E925860
Product name: Ethyl7-Nitroindole-2-carboxylate
Packaging: 5G
Price: $295
Updated: 2021/12/16

Oakwood

Product number: 023385
Product name: Ethyl7-nitro-1H-indole-2-carboxylate
Purity: 95%
Packaging: 5g
Price: $180
Updated: 2021/12/16

AK Scientific

Product number: 0752AC
Product name: Ethyl7-nitro-1H-indole-2-carboxylate
Packaging: 5g
Price: $214
Updated: 2021/12/16

AK Scientific

Product number: 0752AC
Product name: Ethyl7-nitro-1H-indole-2-carboxylate
Packaging: 10g
Price: $401
Updated: 2021/12/16

Matrix Scientific

Product number: 006854
Product name: Ethyl 7-nitroindole-2-carboxylate
Packaging: 5g
Price: $415
Updated: 2021/12/16

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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

Zhuozhou Wenxi import and Export Co., Ltd

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

6960-46-9, Ethyl 7-nitroindole-2-carboxylateRelated Search:

RESMETHRIN Triethyl orthoformate Ethyl cyanoformate Ethylbenzene Ethyl acetate Ethanol Ethyl acrylate Ethyl propionate 7-Nitroindole Ethylparaben Urethane Ethyl formate Ethyl chloroformate 7-Nitroindole-2-carboxylic acid 7-Aminoindole ETHYL 5-NITROINDOLE-2-CARBOXYLATE Diethyl ether ETHYL 3-(2-CARBOXY-VINYL)-7-NITRO-1H-INDOLE-2-CARBOXYLATE

ETHYL 7-NITRO-1H-INDOLE-2-CARBOXYLATE

ETHYL 7-NITROINDOLE-2-CARBOXYLATE

LABOTEST-BB LT00441290

7-NITROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER

2-CARBETHOXY-7-NITROINDOLE

Ethyl 7-nitroindole-2-carboxylate,95%

2-(Ethoxycarbonyl)-7-nitro-1H-indole

1H-Indole-2-carboxylic acid, 7-nitro-, ethyl ester

6960-46-9