5-Bromo-2-methyl-1-(phenylsulfonyl)-1h-indole-3-carbaldehyde

Base Information

• Chemical Name: 5-Bromo-2-methyl-1-(phenylsulfonyl)-1h-indole-3-carbaldehyde
• CAS No.: 919295-67-3
• Molecular Formula: C16H12BrNO3S
• Molecular Weight: 378.246
• DSSTox Substance ID: DTXSID10582746
• Wikidata: Q82474241
• Mol file: 919295-67-3.mol

Synonyms:919295-67-3;5-bromo-2-methyl-1-(phenylsulfonyl)-1h-indole-3-carbaldehyde;1-(benzenesulfonyl)-5-bromo-2-methylindole-3-carbaldehyde;SCHEMBL5190014;DTXSID10582746;1-(Benzenesulfonyl)-5-bromo-2-methyl-1H-indole-3-carbaldehyde

Chemical Property of 5-Bromo-2-methyl-1-(phenylsulfonyl)-1h-indole-3-carbaldehyde

Chemical Property:

• PSA: 64.52000
• LogP: 4.84250
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 376.97213
• Heavy Atom Count: 22
• Complexity: 512

Purity/Quality:

5-bromo-2-methyl-1-(phenylsulfonyl)-1H-indole-3-carbaldehyde 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C2=C(N1S(=O)(=O)C3=CC=CC=C3)C=CC(=C2)Br)C=O

Technology Process of 5-Bromo-2-methyl-1-(phenylsulfonyl)-1h-indole-3-carbaldehyde

There total 2 articles about 5-Bromo-2-methyl-1-(phenylsulfonyl)-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: 95.0%

5-bromo-2-methyl-1H-indole-3-carbaldehyde (17826-09-4) + benzenesulfonyl chloride (98-09-9) → 5-bromo-2-methyl-1-(phenylsulfonyl)-1H-indole-3-carbaldehyde (919295-67-3)

Guidance literature:

5-bromo-2-methyl-1H-indole-3-carbaldehyde; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

benzenesulfonyl chloride; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jm060910c

Reference yield:

5-bromo-2-methyl-1H-indole (1075-34-9) → 5-bromo-2-methyl-1-(phenylsulfonyl)-1H-indole-3-carbaldehyde (919295-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: POCl₃ / 20 °C

1.2: 93 percent / aq. NaOH / 2 h

2.1: NaH / tetrahydrofuran / 1 h / 0 °C

2.2: 95 percent / tetrahydrofuran / 20 °C

With sodium hydride; trichlorophosphate; In tetrahydrofuran;

DOI:10.1021/jm060910c

Reference yield: 100.0%

5-bromo-2-methyl-1-(phenylsulfonyl)-1H-indole-3-carbaldehyde (919295-67-3) → (1-benzenesulfonyl-5-bromo-2-methyl-1H-indol-3-yl)-methanol (919295-68-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃; for 6h;

DOI:10.1021/jm060910c

upstream raw materials:

5-bromo-2-methyl-1H-indole-3-carbaldehyde

benzenesulfonyl chloride

5-bromo-2-methyl-1H-indole

Downstream raw materials:

(1-benzenesulfonyl-5-bromo-2-methyl-1H-indol-3-yl)-methanol

N-(1-benzenesulfonyl-5-bromo-2-methyl-1H-indol-3-ylmethyl)-hydroxylamine

tert-butyl (5-bromo-2-methyl-1-(phenylsulfonyl)-1H-indol-3-yl)methyl(tert-butoxycarbonyloxy)carbamate