5-Chloroindole-3-carboxaldehyde

Base Information

• Chemical Name: 5-Chloroindole-3-carboxaldehyde
• CAS No.: 827-01-0
• Molecular Formula: C9H6ClNO
• Molecular Weight: 179.606
• Hs Code.: 29339900
• European Community (EC) Number: 627-809-7
• DSSTox Substance ID: DTXSID40383642
• Nikkaji Number: J2.211.342I
• Wikidata: Q72452270
• ChEMBL ID: CHEMBL4575856
• Mol file: 827-01-0.mol

Synonyms:5-Chloroindole-3-carboxaldehyde;827-01-0;5-chloro-1H-indole-3-carbaldehyde;MFCD00175291;1H-Indole-3-carboxaldehyde, 5-chloro-;5-chloro-1H-indole-3-carboxaldehyde;5-chloro-3-formylindole;SCHEMBL351715;CHEMBL4575856;5-chloro indole-3-carboxaldehyde;DTXSID40383642;YXEXOIGXNYITQH-UHFFFAOYSA-N;STK504643;AKOS005171675;5-Chloroindole-3-carboxaldehyde, 98%;CS-W004140;PS-4556;SB14969;AC-18162;SY030629;AM20041213;BB 0259464;C3703;FT-0620320;C-4400;EN300-115400;Z1162450200

Chemical Property of 5-Chloroindole-3-carboxaldehyde

Chemical Property:

• Vapor Pressure: 8.99E-06mmHg at 25°C
• Melting Point: 209-210 ºC
• Refractive Index: 1.731
• Boiling Point: 373.4 ºC at 760 mmHg
• PKA: 14.59±0.30(Predicted)
• Flash Point: 179.6 ºC
• PSA: 32.86000
• Density: 1.431 g/cm³
• LogP: 2.63380
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 179.0137915
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

5-Chloroindole-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C(=CN2)C=O
• Uses: 5-Chloroindole-3-carboxaldehyde (5-Chloro-1H-indole-3-carboxaldehyde) may be used in the preparation of:5-chloroindole-3-carboxaldehyde isonicotinoyl hydrazine2′-[(5-chloro-1H-indol-3-yl)methyl-ene]-2-(1H-indol-3-yl)acetohydrazide5-chloro-3-(2,2-dibromovinyl)-1-(2-trimethylsilylethoxymethyl)indoleIt may also be used in the preparation of the following hydrazone derivatives: 5-chloroindole-3-carboxaldehyde 3-chlorobenzoylhydrazone5-chloroindole-3-carboxaldehyde 4-nitrobenzoylhydrazone5-chloroindole-3-carboxaldehyde 3-methylbenzoylhydrazone5-chloroindole-3-carboxaldehyde 4-methylbenzoylhydrazone

Technology Process of 5-Chloroindole-3-carboxaldehyde

There total 11 articles about 5-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%

→ 5-chloro-1H-indole-3-carboxaldehyde (827-01-0)

Guidance literature:

With trichlorophosphate; at 0 ℃; for 0.5h;

at 25 ℃; for 24h;

Reference yield: 94.72%

5-chloro-1H-indole (17422-32-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-chloro-1H-indole-3-carboxaldehyde (827-01-0)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.5h;

5-chloro-1H-indole; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/j.ejmech.2019.04.065

Reference yield: 83.0%

hexamethylenetetramine (100-97-0) + 5-chloro-1H-indole (17422-32-1) → 5-chloro-1H-indole-3-carboxaldehyde (827-01-0)

Guidance literature:

With water; iodine; In N,N-dimethyl-formamide; at 150 ℃; for 0.133333h; under 5171.62 Torr; Flow reactor;

DOI:10.1002/bkcs.12199

upstream raw materials:

5-chloro-1H-indole

N,N-dimethyl-formamide

5-chloro-1H-Indole-2-carboxylic acid

(5-chloro-2-nitro-phenyl)-pyruvic acid

Downstream raw materials:

C₁₉H₁₃ClFN₃OS

(Z)-5-((5-chloro-1-(4-fluorobenzyl)-1H-indol-3-yl)methylene)-2-iminothiazolidin-4-one

C₁₆H₁₁ClFNO

1-p-fluorobenzyl-5-chloro-3-indolylformaldehyde

Refernces

• 1、 Semenya, Dorothy,Touitou, Meir,Ribeiro, Camila Maringolo,Pavan, Fernando Rogerio,Pisano, Luca,Singh, Vinayak,Chibale, Kelly,Bano, Georg,Toscani, Anita,Manetti, Fabrizio,Gianibbi, Beatrice,Castagnolo, Daniele. "Structural Rigidification of N-Aryl-pyrroles into Indoles Active against Intracellular and Drug-Resistant Mycobacteria". supporting information. p. 63 - 69. Retrieved 2021/12/17.
• 2、 Zhang, Ming-Zhi,Mulholland, Nick,Seville, Anne,Hough, Gemma,Smith, Nicholas,Dong, Hong-Qiang,Zhang, Wei-Hua,Gu, Yu-Cheng. "First discovery of pimprinine derivatives and analogs as novel potential herbicidal, insecticidal and nematicidal agents". supporting information. . Retrieved 2020/12/21.