7493-98-3

Usage

Uses

Used in Pharmaceutical Research:
4-AMINO-3-BROMOPHENYL THIOCYANATE is used as a key intermediate in the synthesis of potential antiviral and anticancer drugs. Its unique structure allows for the development of new therapeutic agents that can target specific viral or cancer-related pathways, offering novel treatment options for various diseases.
Used in Organic Synthesis:
In the field of organic synthesis, 4-AMINO-3-BROMOPHENYL THIOCYANATE is utilized as a building block for the creation of a wide range of chemical compounds. Its versatility in chemical reactions enables the production of various organic molecules with different applications in industries such as pharmaceuticals, agrochemicals, and materials science.
Used in Chemical Compound Production:
4-AMINO-3-BROMOPHENYL THIOCYANATE is employed as a crucial component in the production of various chemical compounds. Its presence in these compounds can impart specific properties, such as reactivity, stability, or selectivity, which are essential for their intended applications in different industries.

InChI:InChI=1/C7H5BrN2S/c8-6-3-5(11-4-9)1-2-7(6)10/h1-3H,10H2

Upstream product

• 333-20-0 potassium thioacyanate 
• 615-36-1 2-bromoaniline 
• 1147550-11-5 ammonium thiocyanate 
• 7677-24-9 trimethylsilyl cyanide 

Relevant academic research and scientific papers

Selective electrochemical: Para -thiocyanation of aromatic amines under metal-, oxidant- And exogenous-electrolyte-free conditions

An electrochemical oxidative para-C-H-thiocyanation of aromatic amines has been developed to construct thiocyanato aromatic compounds under metal-, oxidant-, and exogenous-electrolyte-free conditions in an undivided cell. The transformation is compatible

Visible-light-enabled regioselective aerobic oxidative C(sp2)-H thiocyanation of aromatic compounds by Eosin-Y photocatalyst

Herein, visible-light-enabled regioselective aerobic oxidative C(sp2)-H thiocyanation of aromatic compounds has been developed by employing eosin-Y as effective photocatalyst and oxygen as the green terminal oxidant. This process featured green, efficient and operationally simple. Furthermore, the practicality and utility of this protocol was demonstrated by the gram scale synthesis. Mechanistic studies suggested that this reaction was realized via a photoredox radical pathway.

Method for inducing thiocyanation of arylamine compound by visible light

The invention discloses a method for inducing thiocyanation of an arylamine compound by visible light. Specifically, in the atmosphere of oxygen or air, an arylamine compound, an ammonium thiocyanatecompound and copper chloride dihydrate are added into a

Metal-Free and Visible-Light-Promoted C-3 Thiocyanation of 2-Arylquinolin-4-ones

A C-3 thiocyanation of 2-aryl-quinolin-4-ones in the presence of eosin-Y and visible light has been developed. The methodology allows easy access to a variety of 2-aryl-3-thiocyano-quinolin-4-ones in moderate to high yields. Regioselective para-thiocyanat

Catalyst and additive-free regioselective oxidative C-H thio/selenocyanation of arenes and heteroarenes with elemental sulfur/selenium and TMSCN

A regioselective oxidative C-H thio/selenocyanation of arenes and heteroarenes with TMSCN and elemental sulfur/selenium was demonstrated under catalyst-free and additive-free conditions. Dimethyl sulfoxide (DMSO) was employed as the mild oxidant as well as the solvent. The reaction is operationally simple and scalable with a broad substrate scope.

Copper-Catalyzed Aerobic Oxidative Regioselective Thiocyanation of Aromatics and Heteroaromatics

A copper-catalyzed aerobic oxidative reaction between aromatics or heteroaromatics with KSCN is developed by using O2 as the oxidant. The combination of Cu(OTf)2, N,N,N′,N′-tetramethylethylenediamine (TMEDA) and BF3·Et2O provides an efficient catalytic system, affording substituted thiocyanation products and 2-aminobenzothiazoles in excellent yields. The reaction also possesses a good functional group tolerance for both strong electron-withdrawing and electron-donating groups.

Transition-metal-free regioselective thiocyanation of phenols, anilines and heterocycles

An expedient direct and regioselective thiocyanation of phenols, anilines and heterocycles is described. Transformation is realized via the direct C[sbnd]H functionalization under transition metal free conditions at ambient temperature in excellent yields. Method proved to be monoselective and variety of functional groups tolerated the reaction conditions. The practicality of the protocol is demonstrated in gram scale synthesis of a precursor of PPAR δ agonist in excellent yield.

Thiocyanation of aromatic and heteroaromatic compounds using polymer-supported thiocyanate ion as the versatile reagent and ceric ammonium nitrate as the versatile single-electron oxidant

ABSTRACT: Indoles, pyrrole aniline derivatives and aromatic amino compounds undergo smooth thiocyanation with cross-linked poly (4-vinylpyridine) supported thiocyanate ion, [P4-VP]SCN in the presence of ceric ammonium nitrate (CAN) as a versati

An efficient and regioselective thiocyanation of aromatic and heteroaromatic compounds using cross-linked poly (4-vinylpyridine)-supported thiocyanate as a versatile reagent and potassium peroxydisulfate as a strong oxidizing agent

A green and regioselective thiocyanation of aromatic and heteroaromatic compounds has been achieved via a simple protocol using cross-linked poly (4-vinylpyridine)-supported thiocyanate ion, [P4-VP]SCN, as a versatile polymeric reagent and potassium persulfate as a strong oxidizing agent, under heterogeneous conditions.Various indoles, phenol and aniline derivatives, and pyrroles were transformed into their corresponding aryl thiocyanates in high to excellent yields. This procedure offers advantages such as short reaction time, simple reaction work-up, and the polymeric reagents can be regenerated and reused for several times without significant loss of their activity.