6-Chloroindole-3-carboxaldehyde

Base Information

• Chemical Name: 6-Chloroindole-3-carboxaldehyde
• CAS No.: 703-82-2
• Molecular Formula: C9H6 Cl N O
• Molecular Weight: 179.606
• Hs Code.: 2933990090
• Mol file: 703-82-2.mol

Synonyms:Indole-3-carboxaldehyde,6-chloro- (7CI,8CI); 3-Formyl-6-chloro-1H-indole;6-Chloro-1H-indole-3-carboxaldehyde; 6-Chloro-3-formylindole;6-Chloro-3-indolecarboxaldehyde

Chemical Property of 6-Chloroindole-3-carboxaldehyde

Chemical Property:

• Vapor Pressure: 8.99E-06mmHg at 25°C
• Melting Point: 2-3 °C
• Boiling Point: 373.4oC at 760 mmHg
• PKA: 14.60±0.30(Predicted)
• Flash Point: 179.6oC
• PSA: 32.86000
• Density: 1.431g/cm3
• LogP: 2.63380
• Water Solubility.: Slightly soluble in water

Purity/Quality:

99.9% ^*data from raw suppliers

6-Chloro-1H-indole-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 6-Chloroindole-3-carboxaldehyde can react with dimethyldisulfane to get 6-chloro-(3-thiomethyl)-indole.

Technology Process of 6-Chloroindole-3-carboxaldehyde

There total 9 articles about 6-Chloroindole-3-carboxaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

→ 6-chloro-1H-indole-3-carbaldehyde (703-82-2)

Guidance literature:

Reference yield: 85.0%

6-chloroindole (17422-33-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-chloro-1H-indole-3-carbaldehyde (703-82-2)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.666667h;

6-chloroindole; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/ja056344c

Reference yield: 75.0%

1-(6-chloro-1H-indol-3-yl)-N,N-dimethylmethanamine (50517-12-9) → 6-chloro-1H-indole-3-carbaldehyde (703-82-2)

Guidance literature:

1-(6-chloro-1H-indol-3-yl)-N,N-dimethylmethanamine; With iodine; sodium carbonate; In 1,4-dioxane; at 20 ℃; for 12h;

With water; In 1,4-dioxane; for 3h;

DOI:10.1039/d0nj05832g

upstream raw materials:

6-chloroindole

N,N-dimethyl-formamide

N-methylaniline

N,N,N,N,-tetramethylethylenediamine

Downstream raw materials:

2-(6-chloro-1H-indole-3-yl)ethan-1-amine

6-chloro-3-[3-(4-chlorobenzyl)-5-phenyl-3H-imidazol-4-yl]-1H-indole

C₁₈H₁₃ClN₄

C₂₇H₂₁Cl₂FN₂O₃

Refernces

• 1、 Zhu, Yu-Rong,Lin, Jin-Hong,Xiao, Ji-Chang. "Triphenylphosphine/1,2-Diiodoethane-Promoted Formylation of Indoles with N, N -Dimethylformamide". supporting information. p. 259 - 263. Retrieved 2021/11/22.
• 2、 Xie, Tao,Sui, Qi-Bang,Qin, Lu-Zhe,Wen, Xiaoan,Sun, Hongbin,Xu, Qing-Long,Zhen, Le. "Cu-Catalyzed Dimerization of Indole Derived Oxime Acetate for Synthesis of Biimidazo[1,2- a]indoles". supporting information. p. 5518 - 5529. Retrieved 2021/05/04.