341036-39-3

Basic information

• Product Name: N-(2-chloro-5-nitrophenyl)Thiourea
• Synonyms: N-(2-chloro-5-nitrophenyl)Thiourea
• CAS NO: 341036-39-3
• Molecular Weight: 231.663
• Mol File: 341036-39-3.mol

Chemical Properties

• CAS DataBase Reference: N-(2-chloro-5-nitrophenyl)Thiourea(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-chloro-5-nitrophenyl)Thiourea(341036-39-3)
• EPA Substance Registry System: N-(2-chloro-5-nitrophenyl)Thiourea(341036-39-3)

Safety Data

• Hazardous Substances Data: 341036-39-3(Hazardous Substances Data)

Upstream product

• 341036-37-1 N-((2-chloro-5-nitrophenyl)carbamothioyl)benzamide 
• 6283-25-6 H₂NC₆H₃(Cl)NO₂ 

Downstream Products

• 701294-30-6 2-[(2-chloro-5-nitrophenyl)amino]-1,3-thiazol-4(5H)-one 
• 936638-02-7 N-{4-chloro-3-[(4-oxo-4,5-dihydro-1,3-thiazol-2-yl)amino]phenyl}cyclobutane-carboxamide 
• 916051-86-0 (5Z)-2-[(5-amino-2-chlorophenyl)amino]-5-(6-quinolinylmethylidene)-1,3-thiazol-4(5H)-one 
• 916052-00-1 1,1-dimethylethyl 4-{2-[(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)amino]-2-oxoethyl}-1-piperazinecarboxylate 
• 916051-58-6 2-[3,4-bis(methyloxy)phenyl]-N-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)acetamide 
• 916051-87-1 N-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)-2-(1-piperidinyl)acetamide 
• 916051-42-8 N-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)-N'-(phenylmethyl)urea 
• 916051-72-4 N-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)-1-phenylmethanesulfonamide 
• 916051-25-7 N-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)-2-(2-thienyl)acetamide 
• 916051-41-7 N-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)-2-cyclopropylacetamide 
• 916052-73-8 4-chloro-N-(2-methylpropyl)-3-{[(5Z)-4-oxo-5-(6-quinoxalinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}benzamide 
• 916051-23-5 N-(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinolinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)propanamide 
• 916051-89-3 2-chloro-N-{4-chloro-3-[(4-oxo-4,5-dihydro-1,3-thiazol-2-yl)amino]phenyl}acetamide 
• 936638-03-8 N-{4-chloro-3-[(4-oxo-4,5-dihydro-1,3-thiazol-2-yl)amino]phenyl}-2-methylpropanamide 

Relevant articles and documents

THIAZOLONES FOR USE AS PI3 KINASE INHIBITORS

Invented is a method of inhibiting the activity/function of PI3 kinases using substituted thiazolones. Also invented is a method of treating one or more disease states selected from: autoimmune disorders, inflammatory diseases, cardiovascular diseases, neurodegenerative diseases, allergy, asthma, pancreatitis, multiorgan failure, kidney diseases, platelet aggregation, cancer, sperm motility, transplantation rejection, graft rejection and lung injuries by the administration of substituted thiazolones.

Kinetics and mechanism of methanolysis and cyclization of 1-acyl-3-(2-halo-5-nitrophenyl)thioureas

The kinetics of methoxide ion-catalysed solvolysis of 1-acyl-3-(2-halo-5-nitrophenyl)thioureas and cyclization of fluoro derivatives were studied in methanol at 25 deg C. The cyclization involved the substitution of fluorine by sulphur anion of thiourea and proceeded in two steps. With the acetyl derivative, the first step is methanolysis and the second step is much slower cyclization of the 2-fluoro-5-nitrophenylthiourea anion formed to give 2-amino-5-nitro-1,3-benzothiazole. With the benzoyl derivative, the first step involves parallel methanolysis of the benzoyl group and cyclization to 2-benzoylamino-5-nitro-1,3-benzothiazole. At concentrations of sodium methoxide higher than ca. 0.01 mol l-1 the rates of solvolyses of all the acyl halothioureas decreased and at concentrations higher than ca. 0.01 mol l-1 the rates of solvolyses of all the acyl halothioureas decreased and at concentrations higher than ca. 0.4 mol l-1 there was an increase in the formation of other product(s) than the product of cyclization. After the addition of 18-crown-6, the side products were not formed and the cyclization of fluoro derivatives were considerably accelerated. The slowing of the solvolytic reaction and acceleration of the cyclization reaction are most probably due to the formation of dianions.