1-(2-bromoethyl)-1H-indole-2,3-dione

Base Information

• Chemical Name: 1-(2-bromoethyl)-1H-indole-2,3-dione
• CAS No.: 4290-78-2
• Molecular Formula: C10H8 Br N O2
• Molecular Weight: 254.083
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90393478
• Nikkaji Number: J3.372.982K
• Wikidata: Q82192261
• Pharos Ligand ID: NVRM2K1JDDS3
• ChEMBL ID: CHEMBL223000
• Mol file: 4290-78-2.mol

Synonyms:1-(2-bromoethyl)-1H-indole-2,3-dione;4290-78-2;1-(2-Bromoethyl)indoline-2,3-dione;1-(2-bromoethyl)indole-2,3-dione;1-(2-bromoethyl)-2,3-dihydro-1H-indole-2,3-dione;1-(2-bromoethyl)isatin;Isatin-based compound, 5;D0JI0H;CHEMBL223000;SCHEMBL10685462;BDBM22785;DTXSID90393478;SJALPCXFOSGNST-UHFFFAOYSA-N;STK866424;1-(2-bromoethyl)-indole-2,3-dione;AKOS000245669;SB64977;PD178831;CS-0270285;EN300-8511837;Z57728742

Chemical Property of 1-(2-bromoethyl)-1H-indole-2,3-dione

Chemical Property:

• PSA: 37.38000
• LogP: 1.67580
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 252.97384
• Heavy Atom Count: 14
• Complexity: 267

Purity/Quality:

97% ^*data from raw suppliers

1-(2-BROMO-ETHYL)-1H-INDOLE-2,3-DIONE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=O)N2CCBr

Technology Process of 1-(2-bromoethyl)-1H-indole-2,3-dione

There total 8 articles about 1-(2-bromoethyl)-1H-indole-2,3-dione 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: 89.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + ethylene dibromide (106-93-4) → 1-(2-Bromoethyl)-1H-indole-2,3-dione (4290-78-2)

Guidance literature:

indole-2,3-dione; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

ethylene dibromide; In N,N-dimethyl-formamide; at 80 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1155/2015/716987

Reference yield: 71.0%

C10H12BrNO (1609115-01-6) → 1-(2-Bromoethyl)-1H-indole-2,3-dione (4290-78-2)

Guidance literature:

With tert-butyl hydroxyperoxide; iodine; In water; dimethyl sulfoxide; at 20 - 80 ℃; for 8h;

DOI:10.1021/jo500550d

Reference yield: 71.0%

(2-bromoethyl)(2-vinylphenyl)amine → 1-(2-Bromoethyl)-1H-indole-2,3-dione (4290-78-2)

Guidance literature:

With iodine; oxygen; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 - 100 ℃; for 18h;

DOI:10.1021/acs.joc.5b00581

upstream raw materials:

indole-2,3-dione

ethylene dibromide

1-Bromo-2-chloroethane

C₁₀H₁₂BrNO

Downstream raw materials:

1-cyclopropyl-6-fluoro-8-methoxy-7-[4-(2-isatinylethyl)piperazin-1-yl]-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

C₁₇H₁₂BrN₅O₃S

Refernces

• 1、 Gao, Tao,Zeng, Zhigang,Wang, Gangqiang,Sun, Shaofa,Liu, Yi. "Synthesis of Ethylene Tethered Isatin-Coumarin Hybrids and Evaluation of Their in vitro Antimycobacterial Activities". . p. 1484 - 1488. Retrieved 2018.
• 2、 Singh, Pardeep,Anand, Amit,Kumar, Vipan,Sharma, Pooja,Bedi, P. M. S.,Kaur, Tandeep,Saxena, A. K.. "Azide-alkyne cycloaddition en route to novel 1H-1,2,3-triazole tethered isatin conjugates with in vitro cytotoxic evaluation". . p. 455 - 461,7. Retrieved 2012.
• 3、 Gao, Feng,Yang, Hua,Lu, Tianyu,Chen, Zijian,Ma, Long,Xu, Zhi,Schaffer, Paul,Lu, Guangming. "Design, synthesis and anti-mycobacterial activity evaluation of benzofuran-isatin hybrids". . p. 277 - 281. Retrieved 2018.
• 4、 Hu, Yuan-Qiang,Xu, Zhi,Qiang, Min,Lv, Zao-Sheng. "Design, Synthesis and in vitro Antimycobacterial Activities of Isatin-1,2,3-triazole-moxifloxacin Hybrids". . p. 187 - 191. Retrieved 2018.
• 5、 Bedi, Preet M. S.,Bhagat, Kavita,Chadha, Renu,Gulati, Harmandeep K.,Heer, Shilpa,Kaur, Gurinder,Kaur, Kirandeep,Kaur, Komalpreet,Kumar, Nitish,Sharma, Anchal,Singh, Atamjit,Singh, Harbinder,Singh, Jatinder V.. "Design, synthesis, and biological evaluation of isatin-indole-3-carboxaldehyde hybrids as a new class of xanthine oxidase inhibitors". . . Retrieved 2022/03/31.
• 6、 -. "1,2,3-Triazole suppository dihydroartemisinin-indigo hybrid and preparation method and application thereof". Paragraph 0053-0059. . Retrieved 2022/01/10.