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

Uses

3-Methoxy-4-methylaniline, afforded by an electrophilic substitution, using the 2-methoxy-substituted iron complex sail followed by oxidative cyclization with concomitant aromation of the resulting iron complex. It is used to produce 8-methoxy-7-methylalloxazine. This reaction will need solvent ethanol, H2O

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 
• 5428-54-6 2-methyl-5-nitrophenol 
• 13319-71-6 2-bromo-6-methylphenol 
• 7664-41-7 ammonia 

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 
• 24224-28-0 2-methoxy-3-methyl-9H-carbazole 
• 220728-62-1 4-iodo-2-methoxy-1-methylbenzene 
• 143096-34-8 N-(3-methoxy-4-methylphenyl)-2,2-dimethylpropanamide 
• 1072127-10-6 3-methoxy-4-methyl-N-phenylaniline 
• 1160049-78-4 3-{[(3-methoxy-4-methylphenyl)imino]methyl}-4H-chromen-4-one 
• 36661-35-5 3-methoxy-N-(4-methoxyphenyl)-4-methylaniline 
• 1197392-18-9 C₂₁H₂₁NO₂ 
• 1161205-10-2 N-(3-methoxy-4-methylphenyl)picolinamide 

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.