6-METHYLINDOLE-3-CARBOXALDEHYDE
- Product Name
- 6-METHYLINDOLE-3-CARBOXALDEHYDE
- CAS No.
- 4771-49-7
- Chemical Name
- 6-METHYLINDOLE-3-CARBOXALDEHYDE
- Synonyms
- AKOS JY2083588;3-Formyl-6-methylindole;6-METHYLINDOLE-3-ALDEHYDE;6-Methylindole-3-carbaldehyde;6-Methylindole-3-caboxaldehyde;6-METHYLINDOLE-3-CARBOXALDEHYDE;6-METHYLINDOLE-3-CARBOXYALDEHYDE;6-Methyl-1H-indol-3-carbaldehyde;6-METHYL-1H-INDOLE-3-CARBALDEHYDE;6-Methylindole-3-carboxaldehyde,98%
- CBNumber
- CB0328564
- Molecular Formula
- C10H9NO
- Formula Weight
- 159.18
- MOL File
- 4771-49-7.mol
6-METHYLINDOLE-3-CARBOXALDEHYDE Property
- Melting point:
- 185-189°C
- Boiling point:
- 339.3±22.0 °C(Predicted)
- Density
- 1.226±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 15.86±0.30(Predicted)
- Appearance
- Light yellow to yellow Solid
- Sensitive
- Air Sensitive
- BRN
- 386914
- CAS DataBase Reference
- 4771-49-7(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-36-22
- Safety Statements
- 26-36
- Hazard Note
- Irritant
- HS Code
- 2933998090
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
- M313630
- Product name
- 6-Methylindole-3-carboxyaldehyde
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 4H15-1-T7
- Product name
- 6-Methylindole-3-carboxaldehyde
- Packaging
- 1g
- Price
- $144
- Updated
- 2021/12/16
- Product number
- 4H15-1-T7
- Product name
- 6-Methylindole-3-carboxaldehyde
- Packaging
- 5G
- Price
- $336
- Updated
- 2021/12/16
- Product number
- 071709
- Product name
- 6-Methylindole-3-carboxyaldehyde
- Purity
- 95+%
- Packaging
- 5g
- Price
- $352
- Updated
- 2021/12/16
- Product number
- 4H15-1-T7
- Product name
- 6-Methylindole-3-carboxaldehyde
- Packaging
- 10g
- Price
- $512
- Updated
- 2021/12/16
6-METHYLINDOLE-3-CARBOXALDEHYDE Chemical Properties,Usage,Production
Uses
6-Methylindole-3-carboxaldehyde is an indole compound that can be prepared by the C3-formylation of indole with formaldehyde and ammonia catalysed by iron in air. The substance can also be used to prepare other nitrogen-containing heterocyclic compounds, which are widely used in chemical manufacturing, medicine, dyes and luminescent materials.
Synthesis
3420-02-8
68-12-2
4771-49-7
The general procedure for the synthesis of 6-methylindole-3-carbaldehyde from 6-methylindole and N,N-dimethylformamide is as follows: 1. Synthesis of indole derivatives 1) Synthesis of 3-cyanoindole derivatives Formylation of the 3-position of the corresponding indole was carried out in dimethylformamide (using Vilsmeier's method) using phosphorus trichloride. Subsequently, nine 6-methylindole-3-carboxaldehydes were prepared by cyanidation achieved by dehydration reaction with hydroxylamine in sodium formate and formic acid. Next, the coupling reaction with ethyl 4-fluorobenzoate was carried out in a dimethyl sulfoxide solution of potassium fluoride, amino acids and 18-crown-6-ether. Finally, hydrolysis was carried out with lithium hydroxide, completing a total of 4 steps of reaction. 2) Preparation of XO-CH172 and XO-CH183 (R is 2-methyl or 5-methoxy, respectively) from step (2) using commercially available corresponding aldehydes. 1) Synthesis of XO-CH200 Under argon protection, 6-methylindole (1.004 g, 7.62 mmol) was dissolved in dimethylformamide (10 mL), and phosphorus trichloride (2 mL) was slowly added to this solution under ice bath cooling. The reaction mixture was stirred at room temperature for 1.5 hours. An aqueous sodium hydroxide solution (5 g/15 mL) was added dropwise to the reaction mixture under ice bath cooling. Subsequently, the mixture was heated to reflux for 1.5 hours. Cooled again in an ice bath, water was added to the reaction mixture and the pH was adjusted to 3 with concentrated hydrochloric acid. the solid product was collected by filtration and dried under reduced pressure at 60 °C to give XO-CH180 in light brown solid form (1.14 g, 94% yield).
References
[1] Journal of Agricultural and Food Chemistry, 2013, vol. 61, # 24, p. 5696 - 5705
[2] Patent: EP1932833, 2008, A1. Location in patent: Page/Page column 15; 19
[3] Chemical Biology and Drug Design, 2011, vol. 78, # 5, p. 864 - 868
[4] European Journal of Medicinal Chemistry, 2015, vol. 92, p. 776 - 783
[5] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 7, p. 1301 - 1305
6-METHYLINDOLE-3-CARBOXALDEHYDE Preparation Products And Raw materials
Raw materials
Preparation Products
6-METHYLINDOLE-3-CARBOXALDEHYDE Suppliers
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- Country
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View Lastest Price from 6-METHYLINDOLE-3-CARBOXALDEHYDE manufacturers
- Product
- 6-Methylindole-3-carboxaldehyde 4771-49-7
- Price
- US $1.00-22.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100000KG
- Release date
- 2024-07-17
- Product
- 6-METHYLINDOLE-3-CARBOXALDEHYDE 4771-49-7
- 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
- Product
- 6-Methylindole-3-carboxaldehyde in stock Factory 4771-49-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- TOP 3 Factory in China
- Supply Ability
- Top 3 largest production capacity Factory
- Release date
- 2019-04-03