84370-87-6

Basic information

• Product Name: 2,4-DIMETHOXYPHENYL ISOCYANATE
• Synonyms: 2,4-DIMETHOXYPHENYL ISOCYANATE;Benzene, 1-isocyanato-2,4-dimethoxy- (9CI);2,4-Dimethoxyphenyl;2,4-Dimethoxyphenyl isocyanate,97%;2,4-DiMethoxyphenyl isocyanate, 97% 1GR;2,4-DiMethoxyphenyl isocyanate, 97% 5GR;Benzene, 1-isocyanato-2,4-dimethoxy-
• CAS NO: 84370-87-6
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.17
• EINECS: 282-747-4
• Product Categories: ISOCYANATE;Isocyanates;Nitrogen Compounds;Organic Building Blocks
• Mol File: 84370-87-6.mol

Chemical Properties

• Melting Point: 31-32°C
• Boiling Point: 139-141°C 11mm
• Flash Point: >110°C
• Appearance: Clear light yellow/Liquid After Melting
• Density: 1.2822 (rough estimate)
• Vapor Pressure: 0.00568mmHg at 25°C
• Refractive Index: 1.5465-1.5485
• Sensitive: Moisture Sensitive
• BRN: 1106649
• CAS DataBase Reference: 2,4-DIMETHOXYPHENYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIMETHOXYPHENYL ISOCYANATE(84370-87-6)
• EPA Substance Registry System: 2,4-DIMETHOXYPHENYL ISOCYANATE(84370-87-6)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22-42
• Safety Statements: 36/37/39-26
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 84370-87-6(Hazardous Substances Data)

Usage

Chemical Properties

clear light yellow liquid after melting

Uses

2,4-Dimethoxyphenyl isocyanate has been used in the preparation of pyrrolo[3,2-d]pyrimidines.

InChI:InChI=1/C9H9NO3/c1-12-7-3-4-8(10-6-11)9(5-7)13-2/h3-5H,1-2H3

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 2735-04-8 2,4-Dimethoxyaniline 
• 77152-08-0 trifluoromethylcopper(I) 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 90349-41-0 2,4-dimethoxybenzoyl azide 
• 75-44-5 phosgene 
• 1984-21-0 1-isocyano-2,4-dimethoxybenzene 
• 103956-10-1 2,4-dimethoxybenzohydrazide 
• 91-52-1 2,4 dimethoxybenzoic acid 

Downstream Products

• 22546-20-9 C₁₁H₁₇N₃O₃ 
• 22546-38-9 C₁₀H₁₅N₃O₃ 
• 120958-85-2 1-(2,4-Dimethoxy-phenyl)-3-[3-(3-piperidin-1-ylmethyl-phenoxy)-propyl]-urea 
• 118487-94-8 5-hydroxy-4-[(2,4-dimethoxyphenyl)ureylene]-7-methylthieno[2,3-c]pyridine 
• 178677-44-6 (E)-1-[2-[3-(2,4-Dimethoxyphenyl)ureido]ethylidene]-7-methoxy-1,2,3,4-tetrahydronaphthalene 
• 1585187-35-4 C₂₆H₃₇N₄O₃⁽¹⁺⁾*F₆P^(1-) 
• 893334-10-6 C₁₂H₁₇N₃O₅ 
• 1571988-96-9 4-(2,4-dimethoxyphenyl)-1,2,4-triazolidine-3,5-dione 
• 23122-15-8 (2,4-Dimethoxy-phenyl)-carbamic acid 3-methoxycarbonylamino-phenyl ester 

Relevant articles and documents

Copper-catalyzed N[sbnd]H/S[sbnd]H functionalization: A strategy for the synthesis of benzothiadiazine derivatives

A copper-mediated N[sbnd]S bond-forming reaction via N[sbnd]H/S[sbnd]H activation is described. This reaction occurs under mild conditions with high efficiency, step economy, and tolerates a wide variety of functional groups, providing an efficient means of accessing biologically important 1,2,4-benzothiadiazin-3(4H)-ones.

Trifluoromethylation of arenediazonium salts with fluoroform-derived CuCF3 in aqueous media

A new protocol has been developed for trifluoromethylation of arenediazonium salts with moisture-sensitive CuCF3 (from fluoroform) in aqueous media. The reaction is governed by a radical mechanism, tolerates a broad variety of functional groups, and is applicable to the synthesis of complex, polyfunctionalized molecules. This journal is the Partner Organisations 2014.

One-pot and novel route for the synthesis of 4-substituted-1,2,4- triazolidine-3,5-diones

The efficient and one-pot synthesis of 4-substituted-1,2,4-triazolidin-3,5- dione derivatives (4-substituted urazoles) via combination of triphosgene, substituted anilines, and ethyl carbazate in the presence of cesium carbonate is presented.

Synthesis of casimiroin and optimization of its quinone reductase 2 and aromatase inhibitory activities

An efficient method has been developed to synthesize casimiroin (1), a component of the edible fruit of Casimiroa edulis, on a multigram scale in good overall yield. The route was versatile enough to provide an array of compound 1 analogues that were evaluated as QR2 and aromatase inhibitors. In addition, X-ray crystallography studies of QR2 in complex with compound 1 and one of its more potent analogues has provided insight into the mechanism of action of this new series of QR2 inhibitors. The initial biological investigations suggest that compound 1 and its analogues merit further investigation as potential chemopreventive or chemotherapeutic agents.

Rapid construction of isatin derivatives via addition of bis(alkylthio)carbenes to aryl isocyanates

Thermally induced cyclization between bis(alkylthio)carbenes, derived from the corresponding oxadiazolines, and substituted aryl isocyanates provides access to a variety of isatin derivatives with good efficiency.

Neue Methode zur Synthese von Isocyanaten unter milden Bedingungen

Keywords: Arendiyldiisocyanate; Di-tert-butyldicarbonat; 4-Dimethylaminopyridin; Isocyanate

5-Hydroxytryptamine (5-HT3) Receptor Antagonists. 3. Ortho-Substituted Phenylureas

A novel series of potent 5-HT3 receptor antagonists, ortho-substituted phenylureas 6a-z, is described in which the 5-membered ring of the previously reported indazoles and indolines has been replaced by an intramolecular hydrogen bond.High potency was found both for carbamate 6a and urea 6b.Granatane 6c was less potent than the equivalent tropane.Phenylurea 11c lacking the ortho substituent was inactive.Whereas further substitution could not be tolerated in the aromatic ring, activity was retained with a range of O-alkyl groups, compounds 6k-t.In addition, good activity was found for ortho ester 6u and sulfonamide 6x.The ortho-substituted phenylureas can therefore be regarded as bioisosteres of the 6,5-heterocycles indole, indazole, and indoline.

POLYMERIZATION, OXYGENATION AND ISOMERIZATION OF ISOCYANIDES UNDER IRRADIATION

Irradiation in the presence of triplet oxygen polymerized both 2,4-dimethoxyphenyl and cyclohexyl isocyanide and photoautoxidized each into the corresponding isocyanate.The aryl, but not the alicyclic, isocyanide also photoisomerized into a cyanide.The consumption of an isocyanide was enhanced in the presence of certain aromatic hydrocarbons, e. g., naphthalene and phenanthrene, but was diminished in the presence of pyrene.Two bisisocyanides were unaffected by the presence of oxygen during irradiation.