1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbaldehyde

Base Information

• Chemical Name: 1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbaldehyde
• CAS No.: 50562-79-3
• Molecular Formula: C16H13 N O3 S
• Molecular Weight: 299.35
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30352842
• Nikkaji Number: J839.132G
• Wikidata: Q72495295
• ChEMBL ID: CHEMBL1418255
• Mol file: 50562-79-3.mol

Synonyms:50562-79-3;1-Tosyl-1H-indole-3-carbaldehyde;1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbaldehyde;1-(4-methylphenyl)sulfonylindole-3-carbaldehyde;1-(Toluene-4-sulfonyl)-1H-indole-3-carbaldehyde;MLS000777503;N-tosyl-indole-3-carboxaldehyde;1-(4-Methylbenzenesulfonyl)-1H-indole-3-carbaldehyde;SMR000413897;1-(4-methylphenyl)sulfonyl-3-indolecarboxaldehyde;1-[(4-methylphenyl)sulfonyl]-1-h-indole-3-carbaldehyde;Oprea1_458435;Oprea1_732980;1-tosylindole-3-carbaldehyde;CBDivE_002464;SCHEMBL946372;cid_735817;CHEMBL1418255;BDBM78878;DTXSID30352842;OIPHRFQIBIQGJF-UHFFFAOYSA-N;HMS2744A14;1-tosyl-1H-indole-3-carboxaldehyde;BBL023440;MFCD00238944;STK013721;AKOS001586432;1-(p-tolylsulfonyl)indole-3-carbaldehyde;1-(4-Tolylsulfonyl)indole-3-carboxaldehyde;CS-0145147;FT-0607076;9P-917;EN300-235809;F13291;AB00644608-06;A828175;1-[(4-methylphenyl)sulphonyl]indole-3-carbaldehyde;J-505161;1-(4-Methylphenylsulfonyl)-1H-indole-3-carbaldehyde;F2189-0172;1-(4-Methylbenzene-1-sulfonyl)-1H-indole-3-carbaldehyde;1-[(4-methylphenyl)sulphonyl]-1h-indole-3-carboxaldehyde

Chemical Property of 1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 8.37E-11mmHg at 25°C
• Melting Point: 138 °C
• Boiling Point: 517℃
• Flash Point: 267℃
• PSA: 64.52000
• Density: 1.28
• LogP: 4.08000
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 299.06161445
• Heavy Atom Count: 21
• Complexity: 476

Purity/Quality:

98%min ^*data from raw suppliers

1-[(Toluene-4-sulfonyl]-1H-indole-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C=C(C3=CC=CC=C32)C=O

Technology Process of 1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbaldehyde

There total 13 articles about 1-[(4-methylphenyl)sulfonyl]-1H-indole-3-carbaldehyde 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: 100.0%

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) + p-toluenesulfonyl chloride (98-59-9) → 1-(4-tolylsulfonyl)indole-3-carboxaldehyde (50562-79-3)

Guidance literature:

Indole-3-carboxaldehyde; With triethylamine; In dichloromethane; at 0 ℃; for 0.25h;

p-toluenesulfonyl chloride; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/jacs.1c08615

Reference yield: 100.0%

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) → 1-(4-tolylsulfonyl)indole-3-carboxaldehyde (50562-79-3)

Guidance literature:

Indole-3-carboxaldehyde; With sodium hydride; In acetonitrile;

tosyl halide; In acetonitrile;

DOI:10.1016/j.ejmech.2010.08.004

Reference yield: 98.0%

1-[(4-methylphenyl)sulfonyl]indol-3-ylmethanol (67593-11-7) → 1-(4-tolylsulfonyl)indole-3-carboxaldehyde (50562-79-3)

Guidance literature:

With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium chloride; In toluene; at 20 ℃; for 6.5h;

DOI:10.1039/c3ob40226f

upstream raw materials:

Indole-3-carboxaldehyde

p-toluenesulfonyl chloride

(Z)-3-(pyrrolidin-1-ylmethylene)-3H-indole

indole

Downstream raw materials:

α-<(tert-butyldimethylsilyl)oxy>-1-p-toluenesulfonyl-3-indolylacetonitrile

trans-β-<1-(p-Toluenesulfonyl)indol-3-yl>acrylic acid

1-(Toluene-4-sulfonyl)-1H-indole-3-carbaldehyde oxime

N-p-toluenesulfonyl-4-iodoindole-3-carbaldehyde

Refernces

• 1、 Tollefson, Emily J.,Dawson, David D.,Osborne, Charlotte A.,Jarvo, Elizabeth R.. "Stereospecific cross-coupling reactions of aryl-substituted tetrahydrofurans, tetrahydropyrans, and lactones". . p. 14951 - 14958. Retrieved 2014.
• 2、 Bower, John F.,Caiger, Lewis,García-Cárceles, Javier,Hazelden, Ian R.,Jones, Benjamin T.,Langer, Thomas,Lewis, Richard J.. "Complex Polyheterocycles and the Stereochemical Reassignment of Pileamartine A via Aza-Heck Triggered Aryl C-H Functionalization Cascades". supporting information. p. 15593 - 15598. Retrieved 2021/10/12.
• 3、 Nair, Vaishnavi N.,Kojasoy, Volga,Laconsay, Croix J.,Kong, Wang Yeuk,Tantillo, Dean J.,Tambar, Uttam K.. "Catalyst-Controlled Regiodivergence in Rearrangements of Indole-Based Onium Ylides". supporting information. p. 9016 - 9025. Retrieved 2021/06/30.