Ethyl 5-methylindole-2-carboxylate
- CAS No.
- 16382-15-3
- Chemical Name:
- Ethyl 5-methylindole-2-carboxylate
- Synonyms
- ETHYL 5-METHYL-1H-INDOLE-2-CARBOXYLATE;Nsc30928;5-Me-ICA-OEt;2-CARBOXY-5-METHYLINDOLE;2-CARBETHOXY-5-METHYLINDOLE;Ethyl 5-methylindole-2-carboxylate;1-ethyl-5-methyl-2-indolecarboxylate;Ethyl-5-methyl-inodole-2-carboxylate;Ethyl 5-methyl-1H-indol-2-carboxylate;Ethyl 5-methylindole-2-carboxylate 97%
- CBNumber:
- CB4383136
- Molecular Formula:
- C12H13NO2
- Molecular Weight:
- 203.24
- MDL Number:
- MFCD00022703
- MOL File:
- 16382-15-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 162-164°C |
|---|---|
| Boiling point | 236°C 4mm |
| Density | 1.177±0.06 g/cm3(Predicted) |
| Flash point | 236°C/4mm |
| storage temp. | Sealed in dry,Room Temperature |
| pka | 15.19±0.30(Predicted) |
| form | crystalline powder |
| color | Light yellow to beige |
| Water Solubility | Soluble in methanol, and dichloromethane. Insoluble in water. |
| BRN | 159437 |
| InChI | InChI=1S/C12H13NO2/c1-3-15-12(14)11-7-9-6-8(2)4-5-10(9)13-11/h4-7,13H,3H2,1-2H3 |
| InChIKey | KMVFKXFOPNKHEM-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=C(C)C=C2)C=C1C(OCC)=O |
| CAS DataBase Reference | 16382-15-3(CAS DataBase Reference) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P280-P305-P351 | |||||||||
| PPE | Eyeshields, Gloves, type N95 (US) | |||||||||
| Safety Statements | 22-24/25 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 2933998090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
Ethyl 5-methylindole-2-carboxylate price More Price(51)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 663190 | Ethyl 5-methylindole-2-carboxylate 97% | 16382-15-3 | 5g | $116 | 2026-04-30 | Buy |
| Sigma-Aldrich | 663190 | Ethyl 5-methylindole-2-carboxylate 97% | 16382-15-3 | 1g | $58.4 | 2023-06-20 | Buy |
| Usbiological | 275829 | Ethyl 5-methylindole-2-carboxylate Asreported | 16382-15-3 | 2g | $337 | 2026-06-03 | Buy |
| Usbiological | 275829 | Ethyl 5-methylindole-2-carboxylate Asreported | 16382-15-3 | 5g | $539 | 2026-06-03 | Buy |
| Usbiological | 275829 | Ethyl 5-methylindole-2-carboxylate Asreported | 16382-15-3 | 10g | $742 | 2026-06-03 | Buy |
Ethyl 5-methylindole-2-carboxylate Chemical Properties,Uses,Production
Uses
Reactant for synthesis of oxazino[4,3-a]indoles via cascade addition-cyclization reactions 1 Reactant for preparation of indolecarboxamides as cannabinoid CB1 receptor antagonists 2 Reactant for preparation of indole-3-propionic acids as antiinflammatory and analgesic agents 3 Reactant for Friedel-Crafts acylation with nitrobenzoyl chloride 4 Reactant for oximation reactions 5
Uses
Reactant for synthesis of oxazino[4,3-a]indoles via cascade addition-cyclization reactions, reactant for preparation of indolecarboxamides as cannabinoid CB1 receptor antagonists, reactant for preparation of indole-3-propionic acids as antiinflammatory and analgesic agents, reactant for Friedel-Crafts acylation with nitrobenzoyl chloride. Indole ring system is an important building block or intermediate in the synthesis of many pharmaceutical agents. It is formed during the Fischer indolization of ethyl pyruvate 2-[2-(methanesulfonyloxy)-4-methyl]phenylhydrazine. Reactant for oximation reactions
General Description
Ethyl 5-methylindole-2-carboxylate (5-Methylindole-2-carboxylic acid ethyl ester) is an indole derivative. Indole ring system is an important building block or intermediate in the synthesis of many pharmaceutical agents. It is formed during the Fischer indolization of ethyl pyruvate 2-[2-(methanesulfonyloxy)-4-methyl]phenylhydrazine.
Synthesis
609-14-3
106-49-0
16382-15-3
1. 7.2 g (0.104 mol) of sodium nitrite dissolved in 40 ml of water was slowly added to a mixed solution containing 10.7 g (0.1 mol) of 4-methylaniline, 74 ml of 12N hydrochloric acid, and 140 ml of water at 5°C. 2. The reaction mixture was kept stirring at 5°C for 15 min, followed by the addition of 8.1 g of sodium acetate for neutralization. 3. 12.33 g (0.085 mol) of α-methylethyl acetoacetate and 80 ml of ethanol dissolved in 20 ml of water was added in another three-necked flask. three-necked flask, 12.33 g (0.085 mol) of α-methylethyl acetoacetate and 80 ml of ethanol were added, followed by the addition of 4.8 g (0.085 mol) of potassium hydroxide dissolved in 20 ml of water and 100 g of ice at 0° C. 4. The diazonium salt solution prepared in step 1 was added slowly and dropwise at 0° C. to the reaction mixture from step 3, and after completion of the dropwise addition, the mixed The system was left to react at 0°C for 18 h. 5. After completion of the reaction, the aqueous phase was extracted four times using 50 ml of ethyl acetate, and all the organic phases were combined and dried with anhydrous sodium sulfate. 6. The dried organic phase was concentrated, and the residue was dissolved in 100 ml of toluene, to which 16.3 g (0.085 mol) of p-toluenesulfonic acid monohydrate was added. 7. The reaction mixture was heated slowly to 110 °C and maintained at this temperature for 5 h. 8. At the end of the reaction, the reaction was cooled to room temperature, saturated sodium carbonate solution was added, the insoluble material was removed by filtration, and the organic phase was separated by static partitioning. 9. The organic phase was dried over anhydrous sodium sulfate and concentrated, and the residue was purified by column chromatography on silica gel in the eluent ratio of 30/70 (v/v) dichloromethane/cyclohexane to yield beige crystals with a melting point of 94 °C, with a yield of 25%.
References
[1] Patent: US2004/43995, 2004, A1. Location in patent: Page 13
Ethyl 5-methylindole-2-carboxylate Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16305 | 64 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Syntechem Co.,Ltd | info@syntechem.com | China | 12973 | 57 | |
| Tianjin heowns Biochemical Technology Co., Ltd. | 400 638 7771 | sales@heowns.com | China | 14412 | 57 |
| Maya High Purity Chemicals | +86 (573) 82222445 (0)18006601000 452520369 | sales@maya-r.com | China | 11693 | 57 |
View Lastest Price from Ethyl 5-methylindole-2-carboxylate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2021-07-02 | ETHYL 5-METHYLINDOLE-2-CARBOXYLATE
16382-15-3
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
 |
2020-01-05 | ETHYL 5-METHYLINDOLE-2-CARBOXYLATE
16382-15-3
|
$1.00 | 1KG | 99% | 200kg | Career Henan Chemical Co |
-
- ETHYL 5-METHYLINDOLE-2-CARBOXYLATE
16382-15-3
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-
- ETHYL 5-METHYLINDOLE-2-CARBOXYLATE
16382-15-3
- $1.00
- 99%
- Career Henan Chemical Co
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