1-(Phenylsulfonyl)-1H-indole-2-carbaldehyde

Base Information

• Chemical Name: 1-(Phenylsulfonyl)-1H-indole-2-carbaldehyde
• CAS No.: 80360-23-2
• Molecular Formula: C15H11 N O3 S
• Molecular Weight: 285.323
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20379902
• Nikkaji Number: J584.043K
• Wikidata: Q82169929
• ChEMBL ID: CHEMBL366373
• Mol file: 80360-23-2.mol

Synonyms:1-(Phenylsulfonyl)-1H-indole-2-carbaldehyde;80360-23-2;1-(benzenesulfonyl)-1H-indole-2-carbaldehyde;1-(benzenesulfonyl)indole-2-carbaldehyde;SCHEMBL369194;CHEMBL366373;DTXSID20379902;NWVOBVXBWUGTTO-UHFFFAOYSA-N;MFCD03086091;AKOS016009502;PB34050;AS-34766;1-Phenylsulfonyl-1H-indole-2-carbaldehyde;1-Benzenesulfonyl-1H-indole-2-carbaldehyde;CS-0052850;FT-0605855;1-(Phenylsulphonyl)-1H-indole-2-carboxaldehyde;2-FORMYL-1-(PHENYLSULPHONYL)-1H-INDOLE;2-FORMYL-1H-INDOL-1-YL PHENYL SULPHONE;J-503593;1-(phenylsulfonyl)-1H-indole-2-carbaldehyde, AldrichCPR

Chemical Property of 1-(Phenylsulfonyl)-1H-indole-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 1.16E-10mmHg at 25°C
• Melting Point: 111oC
• Boiling Point: 513.6oC at 760 mmHg
• Flash Point: 264.4oC
• PSA: 64.52000
• Density: 1.31g/cm3
• LogP: 3.77160
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 285.04596439
• Heavy Atom Count: 20
• Complexity: 450

Purity/Quality:

98%min ^*data from raw suppliers

1-(Phenylsulfonyl)-1H-indole-2-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 24/25-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)N2C3=CC=CC=C3C=C2C=O

Technology Process of 1-(Phenylsulfonyl)-1H-indole-2-carbaldehyde

There total 12 articles about 1-(Phenylsulfonyl)-1H-indole-2-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: 85.0%

1-benzenesulfonylindole (40899-71-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1-(phenylsulfonyl)-1H-indole-2-carbaldehyde (80360-23-2)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 4h;

DOI:10.1071/CH13331

Reference yield: 60.0%

N-methoxy-N-methyl-1-phenylsulfonylindole-2-carboxamide (1382978-37-1) → 1-(phenylsulfonyl)-1H-indole-2-carbaldehyde (80360-23-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c2ob25103e

Reference yield: 50.0%

1-(benzenesulfonyl)-2-lithioindole (40900-03-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 1-(phenylsulfonyl)-1H-indole-2-carbaldehyde (80360-23-2)

Guidance literature:

In tetrahydrofuran; at -65 - 20 ℃;

DOI:10.1021/jo00344a001

upstream raw materials:

1-(benzenesulfonyl)-2-lithioindole

N,N-dimethyl-formamide

1-benzenesulfonylindole

1H-indol-2-ylcarboxaldehyde

Downstream raw materials:

(6-Methylcyclohex-1-enyl)(1'-phenylsulphonylindol-2'-yl)methanol

methyl (E)-2-formyl-3-<1-(phenylsulfonyl)-1H-indol-3-yl>prop-2-enoate

methyl (E)-3-<2-formyl-1-(phenylsulfonyl)-1H-indol-3-yl>prop-2-enoate

N-ethyl-N-[(1-phenylsulfonylindol-2-yl)methyl]-α-carbomethoxy-α-diazoacetamide

Refernces

• 1、 -. "IMIDAZO-PYRIDINE COMPOUNDS AS PAD INHIBITORS". Paragraph 000133; 000349. . Retrieved 2019/05/10.
• 2、 Naik, Nilesh H.,Urmode, Tukaram D.,Sikder, Arun K.,Kusurkar, Radhika S.. "Total synthesis of bouchardatine". . p. 1112 - 1114. Retrieved 2013/09/24.