54029-45-7

Basic information

• Product Name: 2-Nitro-4-thiocyanatoaniline
• Synonyms: 2-Nitro-4-thiocyanatoaniline;Einecs 258-931-5;4-Thiocyanato-2-nitroaniline.;4-amino-3-nitrophenyl thiocyanate;2-NITRO-4-THIOCYANATOANILINE 96;o-Nitro-p-thiocyanoaniline;Thiocyanicacid4-amino-3-nitrophenylester;Thiocyanicacid4-amino-3-nitrop
• CAS NO: 54029-45-7
• Molecular Formula: C₇H₅N₃O₂S
• Molecular Weight: 195.2
• EINECS: 258-931-5
• Product Categories: Organic Building Blocks;Sulfur Compounds;Thiocyanates/Isothiocyanates;Amines;Aromatics;Sulfur & Selenium Compounds
• Mol File: 54029-45-7.mol
• Article Data: 13

Chemical Properties

• Melting Point: 113 °C(lit.)
• Boiling Point: 378.9 ºC at 760 mmHg
• Flash Point: 183 ºC
• Appearance: /
• Density: 1.5 g/cm³
• Vapor Pressure: 6.07E-06mmHg at 25°C
• Refractive Index: 1.679
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: -2.09±0.10(Predicted)
• CAS DataBase Reference: 2-Nitro-4-thiocyanatoaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Nitro-4-thiocyanatoaniline(54029-45-7)
• EPA Substance Registry System: 2-Nitro-4-thiocyanatoaniline(54029-45-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 54029-45-7(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

Uses

Albendazole Impurity 5

InChI:InChI=1/C7H5N3O2S/c8-4-13-5-1-2-6(9)7(3-5)10(11)12/h1-3H,9H2

Upstream product

• 7726-95-6 bromine 
• 1147550-11-5 ammonium thiocyanate 
• 64-19-7 acetic acid 
• 88-74-4 2-nitro-aniline 
• 3321-94-6 N-(4-thiocyanatophenyl)acetamide 
• 540-72-7 sodium thiocyanide 
• 5961-98-8 thiocyanatochloride 
• 333-20-0 potassium thioacyanate 
• 54029-46-8 acetic acid-(2-nitro-4-thiocyanato-anilide) 
• 2987-46-4 4-thiocyanatoaniline 

Downstream Products

• 80825-28-1 bis(4-amino-3-nitrophenyl) disulfide 
• 101-59-7 4-amino-4'-nitrodiphenyl sulfide 
• 1223-31-0 bis(4-nitrophenyl)sulfide 
• 127923-96-0 4-amino-3,4'-dinitrodiphenyl sulfide 
• 23153-09-5 1-amino-4-methylthio-2-nitrobenzene 
• 54029-53-7 1-amino-4-benzylthio-2-nitrobenzene 
• 54029-70-8 4-benzylmercapto-o-phenylenediamine 
• 54393-89-4 1-amino-2-nitro-4-n-propylthiobenzene 
• 54965-21-8 albendazole 
• 43156-48-5 1,2-diamino-4-phenylthiobenzene 
• 66608-52-4 4-(propylthio)-1,2-phenylenediamine 
• 54965-21-8 Albendazole 
• 69015-56-1 4-[-(3,3-dichloroprop-2-en-1-yl)-thio]-2-nitroaniline 
• 60854-21-9 2-nitro-4-ethylthioaniline 

Relevant articles and documents

Synthesis of 3,4-diaminobenzenethiol and its application in gold nanoparticle-based colorimetric determination of copper ions

An improved synthetic method for the synthesis of 3,4-diaminobenzenethiol is presented. The practical application of this reagent as a new ligand for gold nanoparticles for the rapid detection of Cu2+ in water is demonstrated. The method is shown to have high sensitivity and selectivity. Well-defined peaks, proportional to the concentration of the corresponding Cu2+, were observed from 0.5 μM to 2 μM, and the recovery was in the range of 92-109%. This method provides a facile route for Cu2+ analysis.

Albendazole synthesis method

The invention discloses an albendazole synthesis method. The albendazole synthesis method includes reacting ammonium thiocyanate with chlorine gas in a lower alcohol solvent to obtain chlorothiocyanate, reacting ortho-nitroaniline with the chlorothiocyanate in the lower alcohol solvent to obtain 4-thiocyano-2-nitroaniline, reacting the 4-thiocyano-2-nitroaniline with a sodium hydroxide solution toobtain 4-sodium sulfonate-2-nitroaniline, performing hydrochloric acid acidification to obtain 4-mercapto-2-nitroaniline, subjecting the 4-mercapto-2-nitroaniline and propylene to Markovnikov addition reaction to obtain 4-propylthio-2-nitroaniline, and reacting 4-propylthio-o-phenylenediamine with methylcyanocarbamate to obtain albendazole. The albendazole synthesis method has the advantages thata novel synthetic route is applied to prepare the albendazole, the defects of high impurity quantity and low yield in the current production process are overcome, the chlorothiocyanate is prepared toserve as an intermediate and then reacts with the ortho-nitroaniline, and impurities can be avoided effectively; the propylene is introduced for the addition reaction, raw materials are clean and free from pollution, introduction of highly toxic sodium cyanide is avoided, the total yield is high, and the albendazole synthesis method has a good industrialization prospect.

PROCESS FOR PREPARATION OF ALBENDAZOLE

The present invention discloses a novel, cost-effective process for preparation of a benzimidazole carbamates compound. Specifically, it relates to the process for the preparation of anti-parasite bulk drug albendazole. The process comprises a) thiocyanating 2-nitroaniline of formula VI with ammonium thiocyanated in presence of a halogen to obtain 2-nitro-4-thiocyanoaniline of formula V; b)propylating 2-nitro-4-thiocyanoaniline of formula V with propylbromide in presence of n-propanol and a base in absence of a phase transfer catalyst to obtain 4-propylthio-2-nitroaniline of formula III; C) reducing the nitro group of 4-propylthio-2-nitroaniline prepared in step b) by reacting an aqueous alkali metal sulphide or an alkaline metal sulphide to obtain 4-propylthio-o-phenylenediamine of formula II; and d)condensing 4-propylthio-o-phenylenediamine of formula II with alkali or alkaline earth metal salt of methylcyano carbamate in presence of an acid to form Albendazole of formula I.