ChemicalBook > CAS DataBase List > 6-METHYLINDOLE-3-CARBOXALDEHYDE

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
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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)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-36-22
Safety Statements 
26-36
Hazard Note 
Irritant
HS Code 
2933998090
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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
M313630
Product name
6-Methylindole-3-carboxyaldehyde
Packaging
10mg
Price
$45
Updated
2021/12/16
SynQuest Laboratories
Product number
4H15-1-T7
Product name
6-Methylindole-3-carboxaldehyde
Packaging
1g
Price
$144
Updated
2021/12/16
SynQuest Laboratories
Product number
4H15-1-T7
Product name
6-Methylindole-3-carboxaldehyde
Packaging
5G
Price
$336
Updated
2021/12/16
Matrix Scientific
Product number
071709
Product name
6-Methylindole-3-carboxyaldehyde
Purity
95+%
Packaging
5g
Price
$352
Updated
2021/12/16
SynQuest Laboratories
Product number
4H15-1-T7
Product name
6-Methylindole-3-carboxaldehyde
Packaging
10g
Price
$512
Updated
2021/12/16
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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

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View Lastest Price from 6-METHYLINDOLE-3-CARBOXALDEHYDE manufacturers

Shaanxi Dideu Medichem Co. Ltd
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
Zhuozhou Wenxi import and Export Co., Ltd
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
Chemwill Asia Co.,Ltd.
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

4771-49-7, 6-METHYLINDOLE-3-CARBOXALDEHYDERelated Search:


  • 6-methyl-1H-indole-3-carbaldehyde(SALTDATA: FREE)
  • 1H-Indole-3-carboxaldehyde,6-Methyl-
  • 3-Formyl-6-methylindole
  • 6-Methylindole-3-caboxaldehyde
  • 6-Methylindole-3-carboxaldehyde,98%
  • 1H-Indole-3-carboxaldehyde, 6-methyl- (9CI)
  • 6-METHYLINDOLE-3-ALDEHYDE
  • 6-METHYLINDOLE-3-CARBOXALDEHYDE
  • 6-METHYLINDOLE-3-CARBOXYALDEHYDE
  • 6-METHYL-1H-INDOLE-3-CARBALDEHYDE
  • AKOS JY2083588
  • 6-Methylindole-3-carboxaldehyde in stock Factory
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  • 6-Methylindole-3-carbaldehyde
  • 6-Methyl-1H-indol-3-carbaldehyde
  • 4771-49-7
  • ALDEHYDE
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