16452-01-0

Basic information

• Product Name: 3-METHOXY-4-METHYLANILINE
• Synonyms: 3-methoxy-4-methyl-benzenamin;o-cresidine;2-METHYL-5-ANISIDINE;2-METHOXY-4-AMINOTOLUENE;4-AMINO-2-METHOXYTOLUENE;3-METHOXY-4-METHYLBENZENAMINE;3-METHOXY-4-METHYLANILINE;Benzenamine, 3-methoxy-4-methyl-
• CAS NO: 16452-01-0
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.18
• EINECS: 240-500-8
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Anilines, Amides & Amines;Anisoles, Alkyloxy Compounds & Phenylacetates;NULL
• Mol File: 16452-01-0.mol
• Article Data: 13

Chemical Properties

• Melting Point: 56-60°C
• Boiling Point: 252.03°C (rough estimate)
• Flash Point: >113℃
• Appearance: Brown chunky solid
• Density: 1.0630 (rough estimate)
• Vapor Pressure: 0.021mmHg at 25°C
• Refractive Index: 1.5647 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 4.61±0.10(Predicted)
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: 3-METHOXY-4-METHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXY-4-METHYLANILINE(16452-01-0)
• EPA Substance Registry System: 3-METHOXY-4-METHYLANILINE(16452-01-0)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-37/39
• RIDADR: UN2811
• WGK Germany: 3
• RTECS: CY0888000
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 16452-01-0(Hazardous Substances Data)

Usage

Description

3-Methoxy-4-methylaniline is an organic compound derived from aniline through an electrophilic substitution process. It features a 2-methoxy-substituted iron complex sail, which undergoes oxidative cyclization and aromatization to form 8-methoxy-7-methylalloxazine. This synthesis process requires the use of solvents such as ethanol and water.

Uses

Used in Pharmaceutical Industry:
3-Methoxy-4-methylaniline is used as a key intermediate in the synthesis of 8-methoxy-7-methylalloxazine, a compound with potential applications in the pharmaceutical industry. Its role in the production of this alloxazine derivative highlights its importance in the development of new drugs and therapeutic agents.
Used in Chemical Synthesis:
3-Methoxy-4-methylaniline serves as a valuable building block in various chemical synthesis processes. Its unique structure allows for further functionalization and modification, making it a versatile component in the creation of a wide range of organic compounds for different applications, including pharmaceuticals, agrochemicals, and specialty chemicals.

Air & Water Reactions

Sensitive to prolonged exposure to air. Insoluble in water.

Reactivity Profile

3-METHOXY-4-METHYLANILINE neutralizes acids in weakly exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. Reacts with oxidizing agents .

Fire Hazard

3-METHOXY-4-METHYLANILINE is probably combustible.

InChI:InChI=1/C8H11NO/c1-6-3-4-7(9)5-8(6)10-2/h3-5H,9H2,1-2H3

Upstream product

• 13120-77-9 2-methyl-5-nitroanisole 
• 52200-69-8 1-bromo-2-methoxy-3-methylbenzene 
• 7664-41-7 ammonia 
• 5428-54-6 2-methyl-5-nitrophenol 
• 13319-71-6 2-bromo-6-methylphenol 

Downstream Products

• 111663-90-2 4-methoxy-5-methyl-2,3-diphenyl-indole 
• 105973-39-5 2-Methyl-5-piperidino-phenol 
• 4274-06-0 2-(2-chloro-4-nitro-phenylazo)-5-methoxy-4-methyl-aniline 
• 103230-79-1 2-(4-chloro-2-nitro-phenylazo)-5-methoxy-4-methyl-aniline 
• 107624-19-1 2-methyl-5-(phenylamino)phenol 
• 56140-36-4 3-Methoxy-4-methyl-N,N-dimethylanilin 
• 97581-31-2 7-methoxy-6-methylquinoline 
• 24973-22-6 3-methoxy-4-methylbenzaldehyde 
• 24224-28-0 2-methoxy-3-methyl-9H-carbazole 
• 220728-62-1 4-iodo-2-methoxy-1-methylbenzene 
• 248931-04-6 (2RS,3R)-3-amino-4-cyclohexyl-2-hydroxy-N-(3-methoxy-4-methylphenyl)butanamide hydrochloride 
• 532440-88-3 2-bromo-5-methoxy-3-methylaniline 

Relevant articles and documents

Preparation method of 6-tert-butyl-3 ', 3', 3-trimethyl pyran [3, 2-a] carbazole

The invention provides a preparation method of 6-tert-butyl-3 ', 3', 3-trimethyl pyran [3, 2-a] carbazole, and belongs to the technical field of medicines. The method comprises the following steps: S1) carrying out hydrogenation reduction reaction under palladium-carbon catalysis to obtain an intermediate 1; S2) carrying out diazotization reduction reaction on the intermediate 1 to obtain an intermediate 2; S3) performing cyclization reaction on the intermediate 2 and 4-tert-butyl cyclohexanone in an acidic solvent to obtain an intermediate 3; S4) dehydrogenating and aromatizing the intermediate 3 under palladium-carbon catalysis to obtain to obtain an intermediate 4; S5) performing boron tribromide demethylation on the intermediate 4 to obtain an intermediate 5, S6) performing cyclizationreaction on the intermediate 5 and 3-methylcrotonaldehyde under the catalysis of tetraisopropyl titanate to obtain an end product crude product, and S7) recrystallizing the crude product with ethanolto obtain 6-tert-butyl-3 ', 3', 3-trimethyl pyran [3, 2-a] carbazole with purity of 99% or above.

Efficient construction of pyrano [3, 2-a]carbazoles: Application to a biomimetic total synthesis of cyclized monoterpenoid pyrano [3, 2-a]carbazole Alkaloids

We have developed a highly efficient route to 2-hydroxy-3-methyl-carbazole (1) via a palladium-catalyzed construction of the carbazole skeleton. Using 1 as relay compound, different methods for annulations of pyran rings by reaction with terpenoid building blocks have been tested. The Lewis acid promoted reaction of 1 with prenal (21) opened up an efficient route to girinimbine (3) and the corresponding reaction with citral (25) afforded mahanimbine (5). Oxidation of compounds 3 and 5 provided murraya-cine (4) and murrayacinine (6). Following the biogenetic proposal, mahanim-bine (5) has been exploited for efficient biomimetic syntheses of the cyclized monoterpenoid pyrano[3, 2-a]carbazole alkaloids cyclomahanimbine (7), maha-nimbidine (8) and bicyclomahanimbine (9). The interconversions of 5, 7, 8 and 9 are described and mechanistic implications are discussed. Structural assignments are unambiguously verified by X-ray crystal structure determinations. Moreover, cyclomahanimbine (7) was transformed into murrayazolinine (10) and exozoline (11).

HYDANTOIN DERIVATIVES USEFUL AS KV3 INHIBITORS

The invention provides compounds of formula (I): Said compounds being inhibitors of Kv3 channels and of use in the prophylaxis or treatment of related disorders.