7170-77-6

Basic information

• Product Name: 2-AMINO-6-THIOCYANOBENZOTHIAZOLE
• Synonyms: thiocyanicacid,2-amino-6-benzothiazolylester;2-AMINO-1,3-BENZOTHIAZOL-6-YL THIOCYANATE;2-AMINO-6-THIOCYANATOBENZOTHIAZOLE;2-AMINO-6-THIOCYANOBENZOTHIAZOLE;2-amino-6-benzothiazolyl thiocyanate;Tcabtho;Thiocyanic acid, 2-amino-6-benzothiazolyl ester (6CI,7CI,8CI,9CI);(2-azanyl-1,3-benzothiazol-6-yl) thiocyanate
• CAS NO: 7170-77-6
• Molecular Formula: C₈H₅N₃S₂
• Molecular Weight: 207.28
• EINECS: 230-524-7
• Product Categories: Intermediates of Dyes and Pigments;BENZOTHIAZOLE;Building Blocks;Heterocyclic Building Blocks;Thiazoles;Building Blocks;C8 to C9;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 7170-77-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 194-197 °C(lit.)
• Boiling Point: 435.9 °C at 760 mmHg
• Flash Point: 217.4 °C
• Appearance: /
• Density: 1.53g/cm³
• Vapor Pressure: 8.47E-08mmHg at 25°C
• Refractive Index: 1.778
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-AMINO-6-THIOCYANOBENZOTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-6-THIOCYANOBENZOTHIAZOLE(7170-77-6)
• EPA Substance Registry System: 2-AMINO-6-THIOCYANOBENZOTHIAZOLE(7170-77-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 7170-77-6(Hazardous Substances Data)

Usage

Uses

6-Thiocyanatobenzo[d]thiazol-2-amine is useful in the synthesis of the potent and Selective MET Kinase Inhibitor.

InChI:InChI=1/C8H5N3S2/c9-4-12-5-1-2-6-7(3-5)13-8(10)11-6/h1-3H,(H2,10,11)

Upstream product

• 1147550-11-5 ammonium thiocyanate 
• 62-53-3 aniline 
• 333-20-0 potassium thioacyanate 
• 540-37-4 p-aminoiodobenzene 
• 2987-46-4 4-thiocyanatoaniline 

Downstream Products

• 1196130-16-1 Nα-tert-butyloxycarbonyl-Nγ-(6-thiocyanatobenzothiazol-2-yl)asparagine benzyl ester 
• 1116743-49-7 (6-thiocyanato-1,3-benzothiazol-2-yl)carbamate phenyl ester 
• 1116743-36-2 6-{[6-(4-fluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-amine 
• 1205125-38-7 N-(6-{[6-(3-fluorophenyl)imidazo[1,2-a]pyrimidin-3-yl]sulphanyl}-1,3-benzothiazol-2-yl)cyclopropanecarboxamide 
• 1205125-03-6 phenyl [6-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)-1,3-benzothiazol-2-yl]carbamate 
• 1430236-05-7 C₂₄H₁₆N₆O₂S₄ 
• 1116743-46-4 1-(6-{[6-(4-fluorophenyl)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulphanyl}-1,3-benzothiazol-2-yl)-3-(2-morpholin-4-ylethyl)urea 
• 63493-81-2 2-aminobenzo[d]thiazole-6-thiol 

Relevant articles and documents

Visible-light photoredox catalytic approach for the direct synthesis of 2-aminobenzothiazoles from anilines

A novel, highly efficient and convenient approach for the visible-light-promoted direct synthesis of 2-aminobenzothiazoles from anilines and ammonium thiocyanate is presented. The reaction involves addition/cyclization cascade of SCN radical and anilines under photoredox catalysis with Ru(bpy)3Cl2. The salient features of the protocol include the utilization of atmospheric oxygen and visible light as clean, inexpensive and sustainable resources at room temperature.

Synthesis of some new 2-amino-6-thiocyanato benzothiazole derivatives bearing 2,4-thiazolidinediones and screening of their in vitro antimicrobial, antitubercular and antiviral activities

A series of new (E)-2-(5-substituted benzylidene-2,4-dioxothiazolidin-3-yl)-N-(6-thiocyanatobenzo[d]thiazol-2-yl)acetamides have been synthesized. The structures of title compounds have been confirmed by elemental analyses, IR, 1H NMR and 13C NMR spectral data. All the synthesized compounds were tested for antimicrobial and antitubercular activity and also were evaluated for anti-HIV activity. Several compounds exhibited good antibacterial activity (9, 15, 27 and 31 against E. coli; 8 and 28 against S. aureus); some displayed good antifungal activity (4, 7, 13, 19, 23, 24, 25 and 31 against C. albicans). Compounds 14, 20 and 22 showed good antitubercular activity. Unfortunately, none of the compounds were found to be active against anti-HIV-1. However, one of the intermediates, the 2-chloro-N-(6-thiocyanatobenzo[d]thiazol-2-yl)acetamide, showed significant cytotoxicity for MT-4 cells (CC50 = 8.0 μM).