6375-65-1

Basic information

• Product Name: (2-NITROPHENYL)THIO]ACETIC ACID
• Synonyms: Aceticacid, [(2-nitrophenyl)thio]- (9CI); Acetic acid, [(o-nitrophenyl)thio]-(6CI,8CI); (2-Nitrophenyl)thioacetic acid; (o-Nitrophenyl)thioglycolic acid;2-(o-Nitrophenyl)thioacetic acid
• CAS NO: 6375-65-1
• Molecular Formula: C₈H₇NO₄S
• Molecular Weight: 213.212
• Mol File: 6375-65-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 390.6°C at 760 mmHg
• Flash Point: 190.1°C
• Appearance: /
• Vapor Pressure: 8.39E-07mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (2-NITROPHENYL)THIO]ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2-NITROPHENYL)THIO]ACETIC ACID(6375-65-1)
• EPA Substance Registry System: (2-NITROPHENYL)THIO]ACETIC ACID(6375-65-1)

Safety Data

• Hazardous Substances Data: 6375-65-1(Hazardous Substances Data)

Usage

General Description

(2-NITROPHENYL)THIO]ACETIC ACID is a chemical compound with the molecular formula C8H7NO4S. It is a thioester, with a nitro group and a thiol group attached to a benzene ring. (2-NITROPHENYL)THIO]ACETIC ACID is used in organic synthesis and pharmaceutical research due to its potential as a building block in the creation of various organic molecules. It has the potential to be used in the development of new drugs and other biologically active substances, and it is also being studied for its potential as an anti-cancer agent. However, it is important to handle this compound with caution as it may have toxic or irritant properties.

InChI:InChI=1/C8H7NO4S/c10-8(11)5-14-7-4-2-1-3-6(7)9(12)13/h1-4H,5H2,(H,10,11)/p-1

Upstream product

• 68-11-1 mercaptoacetic acid 
• 107922-14-5 ω-<2-Nitro-phenylmercapto>-acetophenon-syn-oxim 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 
• 1046124-81-5 (6S)-N-(2-amino-4,5,6,7-tetrahydrobenzothiazole-6-yl)-2-nitro-N-propylbenzenesulfonamide 
• 4875-10-9 o-nitrothiophenol 
• 861784-94-3 2,5-dichloro-benzenethiosulfonic acid S-(2-nitro-phenyl ester) 
• 141-52-6 sodium ethanolate 
• 105-53-3 diethyl malonate 
• 996-82-7 sodium diethylmalonate 
• 107922-13-4 (2-nitro-phenylsulfanyl)-acetic acid anilide 
• 96994-48-8 3-Hydroxy-3-(4-methoxy-phenyl)-2-(2-nitro-phenylsulfanyl)-propionic acid methyl ester 
• 79-11-8 chloroacetic acid 
• 88-73-3 2-Chloronitrobenzene 
• 100559-86-2 (2-nitrophenylthio)acetonitrile 

Downstream Products

• 2987-49-7 2-(methylsulfonyl)aniline 
• 2976-34-3 1-(methylsulfonyl)-2-nitrobenzene 
• 88-21-1 2-amino-1-benzenesulfonic acid 
• 92905-88-9 2-(2-nitro-phenylsulfanylmethyl)-benzothiazole 
• 873995-07-4 2-[(2-benzothiazolylmethyl)thio]benzenamine 
• 93249-24-2 <(2-Nitro-phenyl)sulfonyl>essigsaeure-amid 
• 68192-40-5 1,1-dioxo-1,4-dihydro-1λ⁶-benzo[1,4]thiazine-2,3-dione 2-phenylhydrazone 
• 3080-99-7 3,4-dihydro-2H-benzo[1,4]thiazine 
• 117737-43-6 (2-nitro-benzenesulfinyl)-acetic acid 
• 27489-27-6 <(2-Nitro-phenyl)sulfonyl>essigsaeure 
• 95-16-9 1,3-Benzothiazole 
• 4875-10-9 o-nitrothiophenol 
• 50693-98-6 methyl 2-((2-nitrophenyl)thio)acetate 
• 298-12-4 Glyoxilic acid 

Relevant articles and documents

A novel scalable synthesis of pramipexole

Pramipexole is a dopamine D2 subfamily receptor agonist that is used for the treatment of Parkinsons disease. We report here on the successful application of the Fukuyama alkylation protocol to the development of a novel and scalable process for synthesis of pramipexole and its pharmaceutically acceptable salts. The synthesis consists of converting the crucial intermediate (S)-2,6-diamino-4,5,6,7-tetrahydrobenzothiazole to (6S)-N-(2-amino-4,5,6,7- tetrahydrobenzothiazole-6-yl)-2-nitrobenzenesulfonamide, which is in turn monoalkylated to (6S)-N-(2-amino-4,5,6,7-tetrahydrobenzothiazole-6-yl)-2-nitro- N-propylbenzenesulfonamide. Deprotection of the latter yields pramipexole base, which is finally converted to a crude pramipexole dihydrochloride monohydrate with a yield of over 50% over four steps. The process allows for the telescoping of the final three steps, has high conversion rates of intermediates, offers ease of purification, and preserves high optical purity throughout all of the stages.

KINETICS AND MECHANISM OF OXIDATION OF (ARYLTHIO)ACETIC ACIDS BY PYRIDINIUM HYDROBROMIDE PERBROMIDE

Oxidation of several monosubstituted (phenylthio)acetic acids (PTAA) by pyridinium hydrobromide perbromide (PHPB) was studied in aqueous acetic acid.The reaction is first order with respect to PHPB.Michaelis-Menten type kinetics are observed with respect to (arylthio)acetic acid.The effect of solvent composition indicates that the transition state is more polar than the reactants.The formation constants of the intermediate substrate-PHPB complexes and the rates of their decomposition were determined at different temperatures.The rates of oxidation of para and meta-substituted (phenylthio)acetic acids were correlated with Hammett's substituent constants.The ρ value is -1.60 at 35 deg c.The rates of oxidation of ortho substituted compounds are correlated with Charton's triparametric equation.A mechanism involving the decomposition of the intermediate complex in the slow rate-determining step affording a sulphonium ion which hydrolyses in a subsequent fast step to the sulphoxide is proposed.

Nonenzymatic conversion of penicillins to 6-aminopenicillanic acid.

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