6-Bromooxindole

Base Information

• Chemical Name: 6-Bromooxindole
• CAS No.: 99365-40-9
• Molecular Formula: C8H6BrNO
• Molecular Weight: 212.046
• Hs Code.: 29339900
• European Community (EC) Number: 800-899-7
• DSSTox Substance ID: DTXSID90378341
• Nikkaji Number: J2.211.139F
• Wikidata: Q27452315
• ChEMBL ID: CHEMBL2381492
• Mol file: 99365-40-9.mol

Synonyms:6-Bromooxindole;99365-40-9;6-bromoindolin-2-one;6-Bromo-2-oxindole;6-Bromo-1,3-dihydro-2H-indol-2-one;6-bromo-1,3-dihydroindol-2-one;6-BROMO-1,3-DIHYDRO-INDOL-2-ONE;6-bromooxindol;6-BROMO-2,3-DIHYDRO-1H-INDOL-2-ONE;6-BROMO-2-OXYINDOLE;6-Bromo-2-indolinone;MFCD02179605;2H-INDOL-2-ONE, 6-BROMO-1,3-DIHYDRO-;CHEMBL2381492;6-bromoxindole;6-bromoindolinone;6-Bromo-oxindole;6-bromo-2 oxindole;SCHEMBL19982;6-BROMO-2-OXOINDOLE;6-Bromo-2-oxindole, 97%;6-BROMO-2-OXOINDOLINE;DTXSID90378341;4k60;JARRYVQFBQVOBE-UHFFFAOYSA-N;BCP26407;BBL102683;BDBM50434121;STL556488;AKOS005258781;6-bromo-1,2-dihydro-2h-indol-2-one;CS-W008941;FS-2852;PB24760;6-Bromoindole-2-one;AM804635;PD078854;SY004439;B3601;FT-0601184;EN300-86235;Q-102630;Q27452315

Chemical Property of 6-Bromooxindole

Chemical Property:

• Appearance/Colour: light yelllow crystal
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 217-221 °C(lit.)
• Refractive Index: 1.698
• Boiling Point: 343.6 °C at 760 mmHg
• PKA: 13.39±0.20(Predicted)
• Flash Point: 161.6 °C
• PSA: 29.10000
• Density: 1.666 g/cm³
• LogP: 2.08170
• Storage Temp.: 2-8°C
• Solubility.: DMSo
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 210.96328
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

6-Bromo-2-oxindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=C(C=C2)Br)NC1=O
• Uses: 6-Bromo-2-Oxindole is an indolinone derivative used for the preparation of p38α inhibitors as potential antiinflammatories. 6-Bromooxindole derivative is used in the preparation of p38alpha inhibitors as potential anti- inflammatories. It is used as an intermediate in pharmaceuticals.

Technology Process of 6-Bromooxindole

There total 32 articles about 6-Bromooxindole 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: 97.0%

(4-bromo-2-nitrophenyl)acetic acid (6127-11-3) → 6-bromo-2,3-dihydro-1H-indole-2-one (99365-40-9)

Guidance literature:

With sulfuric acid; zinc; In ethanol; at 90 ℃; for 3h;

DOI:10.1248/cpb.33.1414

Reference yield: 95.0%

4-bromo-2-nitro-benzoic acid methyl ester (100487-82-9) → 6-bromo-2,3-dihydro-1H-indole-2-one (99365-40-9)

Guidance literature:

With iron; acetic acid; at 20 - 100 ℃;

Reference yield: 90.0%

6-bromoisatin (6326-79-0) → 6-bromo-2,3-dihydro-1H-indole-2-one (99365-40-9)

Guidance literature:

With titanium tetrachloride; zinc; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.02.072

upstream raw materials:

(4-bromo-2-nitrophenyl)acetic acid

4-bromo-2-nitro-benzoic acid methyl ester

2-(4-bromo-2-nitro-phenyl)malonic acid dimethyl ester

4-bromo-2-nitrotoluene

Downstream raw materials:

3-hydroxymethylene-6-bromooxindole

6-bromoindoline-2-thione

6-Bromo-3-[1-phenyl-meth-(E)-ylidene]-1,3-dihydro-indol-2-one