2-Bromo-4-thiocyanatoaniline

Base Information

• Chemical Name: 2-Bromo-4-thiocyanatoaniline
• CAS No.: 7493-98-3
• Molecular Formula: C7H5BrN2S
• Molecular Weight: 229.1
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID10396769
• Nikkaji Number: J3.433.239H
• Wikidata: Q82197662
• Mol file: 7493-98-3.mol

Synonyms:2-BROMO-4-THIOCYANATOANILINE;7493-98-3;4-amino-3-bromophenyl thiocyanate;(4-amino-3-bromophenyl) thiocyanate;[(4-amino-3-bromophenyl)sulfanyl]formonitrile;2-Bromo-4-thiocyananiline;2-Bromo-4-thiocyanoaniline;SCHEMBL10414946;DTXSID10396769;UUQUVDNHTRZTCV-UHFFFAOYSA-N;3-Bromo-4-aminophenyl thiocyanate;HMS1757E21;MFCD04618254;AKOS005132753;BS-25954;CS-0211617;EN300-07851;Z56939299

Chemical Property of 2-Bromo-4-thiocyanatoaniline

Chemical Property:

• Vapor Pressure: 0.000109mmHg at 25°C
• Boiling Point: 336.9°C at 760 mmHg
• Flash Point: 157.6°C
• PSA: 75.11000
• Density: 1.75g/cm³
• LogP: 3.18568
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 227.93568
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1SC#N)Br)N

Technology Process of 2-Bromo-4-thiocyanatoaniline

There total 7 articles about 2-Bromo-4-thiocyanatoaniline 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%

CNPolS + 2-bromoaniline (615-36-1) → 2-bromo-4-thiocyanato aniline (7493-98-3)

Guidance literature:

With dipotassium peroxodisulfate; In ethanol; water; at 55 ℃; for 0.0833333h; poly(4-vinylpyridine) cross-linked with 2percent divinyl benzene regioselective reaction; Green chemistry;

DOI:10.1080/17415993.2014.917375

Reference yield: 93.0%

ammonium thiocyanate (1147550-11-5) + 2-bromoaniline (615-36-1) → 2-bromo-4-thiocyanato aniline (7493-98-3)

Guidance literature:

With eosin; oxygen; In acetonitrile; at 20 ℃; for 24h; regioselective reaction; Sealed tube; Irradiation; Green chemistry;

DOI:10.1016/j.tetlet.2020.152628

Reference yield: 90.0%

potassium thioacyanate (333-20-0) + 2-bromoaniline (615-36-1) → 2-bromo-4-thiocyanato aniline (7493-98-3)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; boron trifluoride diethyl etherate; oxygen; copper(II) bis(trifluoromethanesulfonate); In dimethyl sulfoxide; at 80 ℃; for 12h; regioselective reaction;

DOI:10.1021/acs.joc.7b01122

upstream raw materials:

2-bromoaniline

potassium thioacyanate

ammonium thiocyanate

trimethylsilyl cyanide

Refernces

• 1、 Yi, Bing,Wen, Xiaoyong,Yi, Ziqi,Xie, Yanjun,Wang, Qiang,Tan, Jian-Ping. "Visible-light-enabled regioselective aerobic oxidative C(sp2)-H thiocyanation of aromatic compounds by Eosin-Y photocatalyst". supporting information. . Retrieved 2020/11/19.
• 2、 Chauhan, Parul,Ritu,Preeti,Kumar, Sharvan,Jain, Nidhi. "Metal-Free and Visible-Light-Promoted C-3 Thiocyanation of 2-Arylquinolin-4-ones". . p. 4334 - 4340. Retrieved 2019/07/04.