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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-INDOLE-3-CARBALDEHYDE;6-Methylindole-3-carboxaldehyde,98%;6-methyl-1H-indole-3-carboxaldehyde
CBNumber:
CB0328564
Molecular Formula:
C10H9NO
Molecular Weight:
159.18
MDL Number:
MFCD00049347
MOL File:
4771-49-7.mol
MSDS File:
SDS
Last updated:2025-08-08 17:45:00

6-METHYLINDOLE-3-CARBOXALDEHYDE Properties

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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-36-22
Safety Statements  26-36
Hazard Note  Irritant
HS Code  2933998090
NFPA 704
1
2 0

6-METHYLINDOLE-3-CARBOXALDEHYDE price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC M313630 6-Methylindole-3-carboxyaldehyde 4771-49-7 10mg $45 2021-12-16 Buy
SynQuest Laboratories 4H15-1-T7 6-Methylindole-3-carboxaldehyde 4771-49-7 1g $144 2021-12-16 Buy
SynQuest Laboratories 4H15-1-T7 6-Methylindole-3-carboxaldehyde 4771-49-7 5G $336 2021-12-16 Buy
Matrix Scientific 071709 6-Methylindole-3-carboxyaldehyde 95+% 4771-49-7 5g $352 2021-12-16 Buy
SynQuest Laboratories 4H15-1-T7 6-Methylindole-3-carboxaldehyde 4771-49-7 10g $512 2021-12-16 Buy
Product number Packaging Price Buy
M313630 10mg $45 Buy
4H15-1-T7 1g $144 Buy
4H15-1-T7 5G $336 Buy
071709 5g $352 Buy
4H15-1-T7 10g $512 Buy

6-METHYLINDOLE-3-CARBOXALDEHYDE Chemical Properties,Uses,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

6-Methylindole

3420-02-8

N,N-Dimethylformamide

68-12-2

6-METHYLINDOLE-3-CARBOXALDEHYDE

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

3420-02-8
50-00-0
4771-49-7
Synthesis of 6-METHYLINDOLE-3-CARBOXALDEHYDE from 6-Methylindole and Formaldehyde

6-METHYLINDOLE-3-CARBOXALDEHYDE Preparation Products And Raw materials

Global( 148)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Dideu Medichem Co. Ltd
+86-29-81139210 +86-18192627656 1059@dideu.com China 3527 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49975 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29800 58
Guangzhou Yuheng Pharmaceutical Technology Co., Ltd
+8613580539051 joe@yuhengpharm.com CHINA 21142 58
Neostar United (Changzhou) Industrial Co., Ltd.
+86-0519-85551759 +8613506123987 marketing1@neostarunited.com China 8826 58
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418671 +8618949823763 sales@tnjchem.com China 34563 58
KARMEL TECHNOLOGY (HK) CO.,LIMITED
+8618795957998 karmelhk@126.com CHINA 2886 58
Dayang Chem (Hangzhou) Co.,Ltd.
+86-0571-88938639 +8617705817739 info@dycnchem.com China 52846 58
CR Corporation Limited
+8613062833949 fred.wen@crcorporation.cn China 8647 58

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
6-Methylindole-3-carboxaldehyde  pictures 2024-07-17 6-Methylindole-3-carboxaldehyde
4771-49-7
US $1.00-22.00 / KG 1KG 99% 100000KG Shaanxi Dideu Medichem Co. Ltd
6-METHYLINDOLE-3-CARBOXALDEHYDE pictures 2021-08-12 6-METHYLINDOLE-3-CARBOXALDEHYDE
4771-49-7
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
6-Methylindole-3-carboxaldehyde   in stock Factory  pictures 2020-06-02 6-Methylindole-3-carboxaldehyde in stock Factory
4771-49-7
US $1.00 / KG 1KG TOP 3 Factory in China Top 3 largest production capacity Factory Chemwill Asia Co.,Ltd.

6-METHYLINDOLE-3-CARBOXALDEHYDE Spectrum

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 6-methyl-1H-indole-3-carboxaldehyde 6-Methylindole-3-carbaldehyde 4771-49-7 ALDEHYDE Indoles and derivatives Indole