2284-20-0

Basic information

• Product Name: 4-METHOXYPHENYL ISOTHIOCYANATE
• Synonyms: TIMTEC-BB SBB006547;P-METHOXYPHENYL ISOTHIOCYANATE;1-ISOTHIOCYANATO-4-METHOXYBENZENE;AKOS BBS-00004436;4-METHOXYPHENYL ISOTHIOCYANATE;4-ISOTHIOCYANATOANISOLE;ISOTHIOCYANIC ACID 4-METHOXYPHENYL ESTER;Benzene, 1-isothiocyanato-4-methoxy-
• CAS NO: 2284-20-0
• Molecular Formula: C₈H₇NOS
• Molecular Weight: 165.21
• EINECS: 218-921-3
• Product Categories: Organic Building Blocks;Sulfur Compounds;Thiocyanates/Isothiocyanates;Pyridines
• Mol File: 2284-20-0.mol
• Article Data: 130

Chemical Properties

• Melting Point: 18 °C(lit.)
• Boiling Point: 280-281 °C(lit.)
• Flash Point: >230 °F
• Appearance: clear yellow liquid after melting
• Density: 1.196 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00641mmHg at 25°C
• Refractive Index: n20/D 1.653(lit.)
• Storage Temp.: Store below +30°C.
• Water Solubility: It hydrolyzes in water.
• Sensitive: Moisture Sensitive
• BRN: 606967
• CAS DataBase Reference: 4-METHOXYPHENYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYPHENYL ISOTHIOCYANATE(2284-20-0)
• EPA Substance Registry System: 4-METHOXYPHENYL ISOTHIOCYANATE(2284-20-0)

Safety Data

• Hazard Codes: C
• Statements: 34-42
• Safety Statements: 26-27-28-36-45
• RIDADR: UN 1760 8/PG 2
• WGK Germany: 3
• F: 10-19-21
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 2284-20-0(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow liquid after melting

Uses

4-Methoxyphenyl isothiocyanate has been used in the synthesis of 3-benzyl-2-(4-methoxyphenyl)-3H-[1,2,4]triazolo-[5,1-b]quinazolin-9-one and 2-{[4-amino-3-(4-methylphenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetyl}-N-arylhydrazinecarbothioamides.

InChI:InChI=1/C8H7NOS/c1-10-8-4-2-7(3-5-8)9-6-11/h2-5H,1H3

Upstream product

• 104-94-9 4-methoxy-aniline 
• 594-42-3 chlorothio-trichloro-methane 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 540-72-7 sodium thiocyanide 
• 107-05-1 3-chloroprop-1-ene 
• 79-01-6 Trichloroethylene 
• 333-20-0 potassium thioacyanate 
• 447-14-3 1,2,2-trifluorostyrene 
• 4346-59-2 para-methoxyphenyldiazonium chloride 
• 78556-15-7 (4-Methoxy-phenyl)-[3-(4-methoxy-phenyl)-[1,3]thiazinan-(2Z)-ylidene]-amine 
• 75-15-0 carbon disulfide 
• 557-40-4 Allyl ether 
• 5470-34-8 4-methoxyformanilide 
• 31124-88-6 3-(4-methoxyphenyl)-1,1-dimethylthiourea 

Downstream Products

• 112657-28-0 aziridine-1-carbothioic acid p-anisidide 
• 133168-46-4 N-(4-methoxyphenyl)-N’-piperidinethiourea 
• 109219-12-7 4-methyl-piperazine-1-carbothioic acid p-anisidide 
• 21780-68-7 1-(4-methoxyphenyl)-3-(pyridin-2-yl)thiourea 
• 100714-56-5 N-2-(5-picolylamino)-N'-(4-methoxyphenyl)thiourea 
• 20885-47-6 1-(5-chloro-pyridin-2-yl)-3-(4-methoxy-phenyl)-thiourea 
• 131090-29-4 N-(4-methoxyphenyl)-2-nicotinoylhydrazine-1-carbothioamide 
• 97195-92-1 2-isonicotinoyl-N-(4-methoxyphenyl)hydrazine-1-carbothioamide 
• 108240-72-8 N-(4-amino-2-methyl-[6]quinolyl)-N'-(4-methoxy-phenyl)-thiourea 
• 15863-22-6 N¹-cyclohexyl-N²-(4-methoxyphenyl)thiourea 
• 1223-45-6 N-(4-methoxyphenyl)-N'-(4-methylphenyl)thiourea 
• 1227-45-8 1,3-bis-(p-methoxyphenyl)thiourea 
• 38240-77-6 1-benzoyl-4-(4-methoxy-phenyl)-thiosemicarbazide 
• 94565-92-1 2-(2-hydroxybenzoyl)-N-(4-methoxyphenyl)hydrazine-1-carbothioamide 

Relevant articles and documents

Microwave mediated synthesis of 2-aminooxazoles

A microwave mediated synthesis of 2-aminooxazoles at 150 °C was developed, providing products with a variety of functional groups. The reaction takes 5 min and provides product with a simple precipitation at moderate to good yields without the need for recrystallization or flash chromatography.

Synthesis of isothiocyanates using DMT/NMM/TsO? as a new desulfurization reagent

Thirty-three alkyl and aryl isothiocyanates, as well as isothiocyanate derivatives from esters of coded amino acids and from esters of unnatural amino acids (6-aminocaproic, 4-(aminomethyl)benzoic, and tranexamic acids), were synthesized with satisfactory or very good yields (25–97%). Synthesis was performed in a “one-pot”, two-step procedure, in the presence of organic base (Et3 N, DBU or NMM), and carbon disulfide via dithiocarbamates, with 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium toluene-4-sulfonate (DMT/NMM/TsO? ) as a desulfurization reagent. For the synthesis of aliphatic and aromatic isothiocyanates, reactions were carried out in a microwave reactor, and selected alkyl isothiocyanates were also synthesized in aqueous medium with high yields (72–96%). Isothiocyanate derivatives of L-and D-amino acid methyl esters were synthesized, under conditions without microwave radiation assistance, with low racemization (er 99 > 1), and their absolute configuration was confirmed by circular dichroism. Isothiocyanate derivatives of natural and unnatural amino acids were evaluated for antibacterial activity on E. coli and S. aureus bacterial strains, where the most active was ITC 9e.

4-Dimethylaminopyridine-catalyzed synthesis of isothiocyanates from amines and carbon disulfide

Isothiocyanates were synthesized by reactions between primary amines and CS2 in the presence of 4-dimethylaminopyridine as a catalyst and tert-butyl hydroperoxide as an oxidant. Various aryl, benzyl, alkyl, and hydroxyl amines were transformed into the corresponding isothiocyanates in 41–82% yields.