3-bromo-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-ethoxybenzamide

Base Information

• Chemical Name: 3-bromo-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-ethoxybenzamide
• CAS No.: 5840-40-4
• Molecular Formula: C13H11 N O2
• Molecular Weight: 213.236
• DSSTox Substance ID: DTXSID90386769
• Wikidata: Q82180427
• ChEMBL ID: CHEMBL1476813
• Mol file: 5840-40-4.mol

Synonyms:3-bromo-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-ethoxybenzamide;STK004573;Cambridge id 5840404;CHEMBL1476813;DTXSID90386769;HMS1797D10;AKOS001643840;NCGC00098925-01;EU-0075468;AB00098834-01;SR-01000467103;SR-01000467103-1;3-bromo-N-2,3-dihydro-1,4-benzodioxin-6-yl-4-ethoxybenzamide

Chemical Property of 3-bromo-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-ethoxybenzamide

Chemical Property:

• Vapor Pressure: 1.3E-07mmHg at 25°C
• Boiling Point: 430.4°Cat760mmHg
• Flash Point: 214.1°C
• PSA: 60.28000
• Density: 1.489g/cm³
• LogP: 4.25530
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 377.02627
• Heavy Atom Count: 23
• Complexity: 408

Purity/Quality:

99% ^*data from raw suppliers

ALPHA-PHENYL-2-NITROTOLUENE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=C(C=C1)C(=O)NC2=CC3=C(C=C2)OCCO3)Br

Technology Process of 3-bromo-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-ethoxybenzamide

There total 21 articles about 3-bromo-N-(2,3-dihydro-1,4-benzodioxin-6-yl)-4-ethoxybenzamide 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: 100.0%

2-nitrophenyl bromide (577-19-5) + benzyl bromide (100-39-0) → 2-nitrodiphenylmethane (5840-40-4)

Guidance literature:

2-nitrophenyl bromide; With phenyllithium; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

benzyl bromide; With N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at -78 ℃; for 3h;

DOI:10.1055/s-2002-19346

Reference yield: 96.0%

2-nitrophenylboronic acid (5570-19-4) + benzyl bromide (100-39-0) → 2-nitrodiphenylmethane (5840-40-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; for 12h; Reflux; Inert atmosphere;

DOI:10.1002/ejoc.201900745

Reference yield: 96.0%

2-nitrophenylmethyl bromide (3958-60-9) + phenylboronic acid (98-80-6) → 2-nitrodiphenylmethane (5840-40-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; for 12h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.0c01829

upstream raw materials:

2-nitrobenzyl chloride

benzene

Diphenylmethane

2-nitrophenylmethyl bromide

Downstream raw materials:

2-nitrobenzophenone

2-benzylaniline

10H-acridin-9-one

4-phenyl-3,4-dihydro-1H-quinolin-2-one

Refernces

• 1、 Peng, Xiaopeng,Yang, Jianfeng,Qiu, Xinhua,Duan, Yuansheng,Bao, Zeqing,Chen, Jingfeng. "Synthesis of Dihydroanthracenes via Palladium-Catalyzed Tandem Mizoroki-Heck/Reductive Heck Reactions Using Cyclic Diaryliodoniums and Alkenes". supporting information. p. 636 - 640. Retrieved 2021/03/26.
• 2、 Zhu, Daqian,Li, Min,Wu, Zhouming,Du, Yongliang,Luo, Bingling,Huang, Peng,Wen, Shijun. "Copper-Catalyzed One-Pot Synthesis of Dibenzofurans, Xanthenes, and Xanthones from Cyclic Diphenyl Iodoniums". supporting information. p. 4566 - 4571. Retrieved 2019/07/09.