23138-53-6

Basic information

• Product Name: METHYL 4-ISOCYANATOBENZOATE 98
• Synonyms: Methyl 4-isocyanatobenzoate;methyl 4-isocyanatobenzoate(SALTDATA: FREE);Benzoic acid, 4-isocyanato-, Methyl ester;Methyl 4-isocyanatobenzoate 98%;4-Methoxycarbonyphenyl isocyanate;4-isocyanatobenzoic acid methyl ester;METHYL 4-ISOCYANATOBENZOATE 98
• CAS NO: 23138-53-6
• Molecular Formula: C₉H₇NO₃
• Molecular Weight: 177.158
• Product Categories: Organic Building Blocks;Isocyanates;Nitrogen Compounds
• Mol File: 23138-53-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 50-52 °C(lit.)
• Boiling Point: 264.9 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.15 g/cm³
• Vapor Pressure: 0.00943mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: 2-8°C
• CAS DataBase Reference: METHYL 4-ISOCYANATOBENZOATE 98(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-ISOCYANATOBENZOATE 98(23138-53-6)
• EPA Substance Registry System: METHYL 4-ISOCYANATOBENZOATE 98(23138-53-6)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-26-36
• RIDADR: UN 3335
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 23138-53-6(Hazardous Substances Data)

Usage

Description

METHYL 4-ISOCYANATOBENZOATE 98, an organic building block, is characterized by the presence of an isocyanate group. METHYL 4-ISOCYANATOBENZOATE 98 serves as a crucial intermediate in the synthesis of various pharmaceuticals and chemical products due to its unique structural properties.

Uses

Used in Pharmaceutical Industry:
METHYL 4-ISOCYANATOBENZOATE 98 is used as a key intermediate for the synthesis of benzimidazole-1-carboxamide-[N-(4-methylbenzoate)] 2-methylcarbamate, a compound that exhibits significant antitumor potency against prostate cancer cells. Its role in the development of potent anti-cancer agents highlights its importance in the pharmaceutical sector.

InChI:InChI=1/C9H7NO3/c1-13-9(12)7-2-4-8(5-3-7)10-6-11/h2-5H,1H3

Upstream product

• 100192-88-9 4-allyloxycarbonylamino-benzoic acid methyl ester 
• 1384477-13-7 methyl 4-[(1H-imidazol-1-ylcarbonyl)amino]benzoate 
• 619-45-4 4-methoxycarbonyl aniline 
• 503-38-8 trichloromethyl chloroformate 
• 75-44-5 phosgene 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 173458-34-9 4-azidocarbonyl-benzoic acid methyl ester 

Downstream Products

• 1384101-86-3 C₁₂H₁₂N₂O₃ 
• 1384101-88-5 C₁₉H₁₉N₅O₃S 
• 1384101-89-6 C₁₉H₁₉N₅O₃ 
• 1384101-90-9 C₁₉H₁₈FN₅O₃ 
• 1384101-93-2 C₁₈H₁₇N₅O₃S 
• 1384101-94-3 C₁₈H₁₇N₅O₃ 
• 1384101-95-4 C₁₈H₁₆FN₅O₃ 
• 1384101-60-3 C₃₀H₂₆N₆O₃S 
• 1384101-61-4 C₂₅H₂₄N₆O₂S 
• 1384101-62-5 C₂₆H₂₆N₆O₂S 
• 1384101-63-6 C₂₄H₂₂N₆O₂S 
• 1384101-64-7 C₂₃H₂₂N₆O₃S 
• 1384101-65-8 C₂₄H₂₉N₇O₃S 
• 1384101-66-9 C₃₀H₂₆N₆O₃ 

Relevant articles and documents

Tris(2-aminoethyl)amine, a suitable spacer for phosphate and sulphate receptors

Tris(2-aminoethyl)amine and cis-1,3,5-tris(aminomethyl)cyclohexane have been checked as spacers for phosphate receptors.Ureas are better binding arms then thioureas for these spacers while the combination of this first functional group with chromenone fra

Chloride transport activities of trans- and cis-amide-linked bisureas

Of the bisurea compounds linked through trans- and cis-benzanilide spacers, the cis-amide derivatives were found to be effective in chloride transport, using which a stimuli-responsive mobile carrier was devised. This journal is

Synthesis of unsymmetrical biaryl ureas from N-carbamoylimidazoles: Kinetics and application

N-Carbamoylimidazoles dissociate in solution to yield imidazole and an isocyanate that may be reacted with another aryl amine to form an unsymmetrical biaryl urea. This paper investigates the reaction kinetics and the influence of electron withdrawing/donating substituents on the reaction of N-carbamoylimidazoles with aniline. The overall reaction mechanism involves two zwitterionic intermediates, formed during dissociation and upon reaction of the liberated isocyanate with aniline. The rate limiting step for the reaction is a base catalysed proton transfer from the second zwitterionic intermediate. Although electron withdrawing substituents on the aryl group hinder dissociation, they significantly increase reaction rates compared to compounds bearing electron donating substituents. The imidazole liberated upon dissociation catalyses the rate determining step so that reactions of dissociated N-carbamoylimidazoles proceed more rapidly than those involving only isocyanates. In addition, the imidazole eliminates the need for anhydrous reaction conditions. The N-carbamoylimidazole methodology was demonstrated by preparing sorafenib, a biaryl urea kinase inhibitor, in good yield and excellent purity.