4-Bromo-2-thiophenecarbaldehyde oxime

Base Information

• Chemical Name: 4-Bromo-2-thiophenecarbaldehyde oxime
• CAS No.: 31767-01-8
• Molecular Formula: C₅H₄BrNOS
• Molecular Weight: 206.063
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID701328175
• ChEMBL ID: CHEMBL3213999
• Mol file: 31767-01-8.mol

Synonyms:4-BROMO-2-THIOPHENECARBALDEHYDE OXIME;31767-01-8;(NE)-N-[(4-bromothiophen-2-yl)methylidene]hydroxylamine;4-Bromo-2-thiophenecarbaldehydeoxime;4-bromo-thiophene-2-carbaldehyde oxime;MLS000860238;CHEMBL3213999;DTXSID701328175;HMS1449B15;AMY27433;CCG-49888;4-bromothiophene-2-carbaldehyde oxime;AKOS003241305;IDI1_017760;SMR000461017;(E)-4-bromothiophene-2-carbaldehyde oxime;CS-0357411;SR-01000639309-1

Chemical Property of 4-Bromo-2-thiophenecarbaldehyde oxime

Chemical Property:

• PSA: 60.83000
• LogP: 2.31870
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 204.91970
• Heavy Atom Count: 9
• Complexity: 120

Purity/Quality:

97% ^*data from raw suppliers

4-Bromo-2-thiophenecarbaldehydeoxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC=C1Br)C=NO
• Isomeric SMILES: C1=C(SC=C1Br)/C=N/O

Technology Process of 4-Bromo-2-thiophenecarbaldehyde oxime

There total 2 articles about 4-Bromo-2-thiophenecarbaldehyde oxime 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:

4-Bromothiophen-2-aldehyde (18791-75-8) → 4-bromothiophene-2-carbaldehyde oxime (31767-01-8)

Guidance literature:

With hydroxylamine hydrochloride; triethylamine;

DOI:10.1016/j.bmcl.2005.03.090

Reference yield:

→ 4-bromothiophene-2-carbaldehyde oxime (31767-01-8)

Guidance literature:

/BRN= 107651/, 1)BuLi 2)DMF 3)NH2OH;

DOI:10.1021/jo00823a608

Reference yield:

4-bromothiophene-2-carbaldehyde oxime (31767-01-8) → 4-bromo-N-(4-methylsulfanyl-phenyl)-thiophene-2-carboxamidine

Guidance literature:

Multi-step reaction with 2 steps

1.1: Ac₂O / 48 h / Heating

2.1: sodium bis(trimethylsilyl) amide / tetrahydrofuran / 4 h / 25 °C

2.2: tetrahydrofuran / 4 h

With sodium hexamethyldisilazane; acetic anhydride; In tetrahydrofuran; 1.1: Dehydration / 2.1: deprotonation / 2.2: Addition;

DOI:10.1021/jm0000719

upstream raw materials:

4-Bromothiophen-2-aldehyde

Downstream raw materials:

4-bromo-2-thiophenecarbonitrile

Refernces

• 1、 Probst, Gary D.,Bowers, Simeon,Sealy, Jennifer M.,Stupi, Brian,Dressen, Darren,Jagodzinska, Barbara M.,Aquino, Jose,Gailunas, Andrea,Truong, Anh P.,Tso, Luke,Xu, Ying-Zi,Hom, Roy K.,John, Varghese,Tung, Jay S.,Pleiss, Michael A.,Tucker, John A.,Konradi, Andrei W.,Sham, Hing L.,Jagodzinski, Jacek,Toth, Gergely,Brecht, Eric,Yao, Nanhua,Pan, Hu,Lin, May,Artis, Dean R.,Ruslim, Lany,Bova, Michael P.,Sinha, Sukanto,Yednock, Ted A.,Gauby, Shawn,Zmolek, Wes,Quinn, Kevin P.,Sauer, John-Michael. "Design and synthesis of hydroxyethylamine (HEA) BACE-1 inhibitors: Structure-activity relationship of the aryl region". scheme or table. p. 6034 - 6039. Retrieved 2010/11/04.