5-Bromooxindole

Base Information

• Chemical Name: 5-Bromooxindole
• CAS No.: 20870-78-4
• Molecular Formula: C8H6BrNO
• Molecular Weight: 212.046
• Hs Code.: 29337900
• European Community (EC) Number: 626-894-8
• DSSTox Substance ID: DTXSID90346323
• Nikkaji Number: J753.794H
• Wikidata: Q72448894
• Mol file: 20870-78-4.mol

Synonyms:5-Bromooxindole;20870-78-4;5-bromoindolin-2-one;5-Bromo-2-oxindole;5-Bromo-1,3-dihydro-2H-indol-2-one;5-Bromo-1,3-dihydro-indol-2-one;5-Bromo-2,3-Dihydro-1H-Indol-2-One;5-bromo-1,3-dihydroindol-2-one;2H-INDOL-2-ONE, 5-BROMO-1,3-DIHYDRO-;5-Bromo-2-indolinone;MFCD00456998;5-bromanyl-1,3-dihydroindol-2-one;5-bromoxindole;5-Bromo-oxindole;5-Bromoindalin-2-on;5-Bromoindoline-2-one;SCHEMBL6431;5-Bromo-2-oxindole, 97%;DTXSID90346323;BCP26745;5-bromo-1,3-dihydro-indole-2-one;GEO-00536;STL122161;5-(bromo)-1,3-dihydro-indol-2-one;AKOS000172118;BCP9000142;CS-W002616;LD-0089;PB32208;SB10146;AC-22703;BP-10964;SY008441;5-Bromo-1,3-dihydro-2H-indol-2-one #;AM20030324;B3741;BB 0254288;FT-0601286;EN300-75149;A25854;B-8958;Q-102616;Z299596076

Chemical Property of 5-Bromooxindole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 220-224 °C(lit.)
• Refractive Index: 1.625
• Boiling Point: 362.473 °C at 760 mmHg
• PKA: 13.27±0.20(Predicted)
• Flash Point: 173.018 °C
• PSA: 29.10000
• Density: 1.666 g/cm³
• LogP: 2.08170
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in Dimethylformamide.
• 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

5-Bromooxindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36-43-36/37/38-20/21/22
• Safety Statements: 26-36/37-36/37/39-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=CC(=C2)Br)NC1=O
• Uses: 5-Bromooxindole is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 5-Bromooxindole

There total 27 articles about 5-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: 95.0%

2-oxoindole (59-48-3) → 5-bromo-2-indolin-2-one (20870-78-4)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 42 ℃; for 1h;

Reference yield: 89.0%

5-Bromo-1H-indole-2,3-dione (87-48-9) → 5-bromo-2-indolin-2-one (20870-78-4)

Guidance literature:

5-Bromo-1H-indole-2,3-dione; With hydrazine hydrate; In ethanol; at 100 ℃; for 0.166667h; Microwave irradiation;

With sodium hydroxide; In ethanol; at 80 ℃; for 0.166667h; Microwave irradiation;

DOI:10.3390/ijms22031194

Reference yield: 78.0%

5-bromo-1H-indole (10075-50-0) → 5-bromo-2-indolin-2-one (20870-78-4)

Guidance literature:

With [(F₈TPP)Fe^III]SbF₆; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -90 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/jacs.1c11068

upstream raw materials:

2-oxoindole

1,3-dihydro-1-hydroxyindole-2-one

1-methoxyindolin-2-one

5-bromo-1H-indole

Downstream raw materials:

5-bromo-3-(4-diethylamino-phenylimino)-indolin-2-one

2-oxo-5-phenyl-1,2-dihydro-indole

5-(3-chloro-phenyl)-1,3-dihydro-indol-2-one

5'-bromospiro[cyclohexane-1,3'-[3H]indol]-2'(1'H)-one

Refernces

• 1、 Baek, Hye Suk,Hong, Victor Sukbong,Kim, Sang Hyon,Lee, Jinho,Kim, Shin. "KMU-1170, a novel multi-protein kinase inhibitor, suppresses inflammatory signal transduction in THP-1 cells and human osteoarthritic fibroblast-like synoviocytes by suppressing activation of NF-κB and NLRP3 inflammasome signaling pathway". . p. 1 - 17. Retrieved 2021.
• 2、 Carey, Leiah M.,Kim, Kyung Beom,McCombs, Nikolette L.,Swartz, Paul,Kim, Cheal,Ghiladi, Reza A.. "Selective tuning of activity in a multifunctional enzyme as revealed in the F21W mutant of dehaloperoxidase B from Amphitrite ornata". . p. 209 - 219. Retrieved 2018.
• 3、 Mondal, Pritam,Rajapakse, Shanuk,Wijeratne, Gayan B.. "Following Nature’s Footprint: Mimicking the High-Valent Heme-Oxo Mediated Indole Monooxygenation Reaction Landscape of Heme Enzymes". . p. 3843 - 3854. Retrieved 2022/02/16.
• 4、 Baek, Hye Suk,Hong, Victor Sukbong,Kim, Shin,Kwon, Taeg Kyu,Lee, Jinho,Min, Hyeon Ji,Park, Jong Wook. "Anti-inflammatory effects of the novel PIM kinase inhibitor KMU-470 in raw 264.7 cells through the TLR4-NF-κb-NLRP3 pathway". . . Retrieved 2020/07/24.