65608-74-4

Basic information

• Product Name: N-(4-CHLOROBENZYL)UREA
• Synonyms: N-(4-CHLOROBENZYL)UREA
• CAS NO: 65608-74-4
• Molecular Formula: C₈H₉ClN₂O
• Molecular Weight: 184.62
• Mol File: 65608-74-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: 198-200°
• Appearance: /
• CAS DataBase Reference: N-(4-CHLOROBENZYL)UREA(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-CHLOROBENZYL)UREA(65608-74-4)
• EPA Substance Registry System: N-(4-CHLOROBENZYL)UREA(65608-74-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 65608-74-4(Hazardous Substances Data)

Upstream product

• 590-28-3 potassium cyanate 
• 104-86-9 4-chlorobenzylamine 
• 556-89-8 nitrourea 
• 95062-75-2 S-(4-bromophenyl) thiocarbamate 
• 95062-74-1 S-(4-chlorophenyl) thiocarbamate 
• 95062-72-9 S-(4-methylphenyl) thiocarbamate 
• 61642-86-2 S-phenyl thiocarbamate 
• 24827-37-0 N-(4-chlorobenzyl)thiourea 
• 42365-43-5 (4-chlorophenyl)methanamine hydrochloride 
• 57-13-6 urea 

Downstream Products

• 179486-48-7 6-amino-1-(4-chlorobenzyl)-5-nitroso-uracil 
• 179486-47-6 6-amino-1-(4-chlorobenzyl)-uracil 
• 1616091-92-9 C₁₂H₁₄ClN₃O₃S 
• 1370686-93-3 C₁₁H₁₀ClN₃O₂S 
• 1616091-98-5 C₁₀H₈ClN₃O₂S 
• 1162748-36-8 C₂₀H₂₂ClN₅O₃ 
• 1162748-13-1 C₁₉H₁₈ClN₃O₃S 
• 179486-46-5 1-(4-chlorobenzyl)-3-cyanoacetyl-urea 
• 128043-68-5 [3-(4-Chloro-benzyl)-2,4,5-trioxo-imidazolidin-1-yl]-acetic acid ethyl ester 
• 40408-50-2 (4-chloro-benzyl)-imidazolidinetrione 
• 104375-81-7 N-nitroso-N-(p-chlorobenzyl)urea 

Relevant articles and documents

Ammonium Chloride-Promoted Rapid Synthesis of Monosubstituted Ureas under Microwave Irradiation

Monosubstituted ureas are important scaffolds in organic chemistry. They appear in various biologically active compounds and serve as versatile precursors in synthesis. Monosubstituted ureas were originally prepared using toxic and hazardous phosgene equivalents. Modern methods include transamidation of urea and nucleophilic addition to cyanate salts, both of which suffer from a narrow substrate scope due to the need for a strong acid and prolonged reaction times. We hereby report that ammonium chloride can promote the reaction between amines and potassium cyanate to generate monosubstituted ureas in water. This method proceeds rapidly under microwave irradiation and tolerates a broad range of functional groups. Unlike previous strategies, it is compatible with other nucleophiles, acid-labile moieties, and most of the common protecting groups. The products precipitate out of solution, allowing facile isolation without column chromatography.

Compounds

The present disclosure relates to compounds of formula (II): pharmaceutical compositions comprising same and use of the compounds and compositions for the treatment of microbial infection, particularly Methicillin-resistant Staphylococcus aureus (MRSA) in

Kinetics and mechanism of the aminolysis of aryl thiocarbamates: Effects of the non-leaving group

The kinetics of the aminolysis of aryl thiocarbamates [ATC: H 2NC(=O)SC6H4Z] with benzylamines (XC 6H4CH2NH2) in acetonitrile at 10.0°C have been studied. The rate order with variation of the non-leaving amino group, RNH, in RNHC(=O)SC6H4Z is NH2 s) effects of the RNH group are insignificant, and the strength of push to expel the leaving group in the tetrahedral transition state is the sole, important effect. The strong push provided by the NH2 group, the negative ρxz (-0.38) value, the size of βz (-0.54), and failure of the reactivity-selectivity principle are all consistent with the concerted mechanism. The kinetic isotope effects involving deuterated amine nucleophiles (XC6H4CH2ND2) are normal (kH/kD ≈ 1.40-1.73) suggesting a hydrogen-bonded cyclic transition state. The Royal Society of Chemistry 2005.