6299-67-8

Usage

Uses

Used in Hair Dye Industry:
2,3-Dimethoxyaniline is used as an intermediate chemical for the composition of hair dyes. It is particularly utilized in the formulation of hair dyes consisting of a monoaminobenzene and a metal catalyst. The presence of the methoxy groups in the compound enhances the dye's ability to penetrate hair shafts, providing better coloration and improved hair dye performance.

Upstream product

• 5701-87-1 3,4-dimethoxyanthranilic acid 
• 116668-84-9 3-nitroveratrole 
• 91-16-7 1,2-dimethoxybenzene 
• 2785-95-7 3-lithio-1,2-dimethoxybenzene 
• 116454-65-0 2,3-dimethoxytrifluoroacetanilide 
• 1521-38-6 2,3-dimethoxybenzoic acid 
• 86-51-1 2,3-dimethyoxybenzaldehyde 
• 343773-22-8 N-hydroxy-2,3-dimethoxybenzamide 
• 182205-44-3 benzyl 2,3-dimethoxyphenylcarbamate 
• 2150-42-7 methyl 2,3-dimethoxybenzoate 
• 15969-08-1 6-methoxy-2-nitrophenol 
• 7169-06-4 2,3-dimethoxybenzoyl chloride 
• 56475-31-1 2.3-Dimethoxybenzoylazid 
• 101252-15-7 2,3-dichloro-5,6-dimethoxy-aniline 

Downstream Products

• 116454-51-4 3-chloro-N-(2,3-dimethoxyphenyl)benzothiophene-2-carboxamide 
• 84292-94-4 sodium 2,3-dimethoxyphenylhydrazinesulfonate 
• 121001-03-4 3-nitrosoveratrole 
• 53898-99-0 (2,3-dimethoxyphenyl)hydrazine 
• 183436-40-0 (2-Amino-3,4-dimethoxy-phenyl)-methylsulfanyl-acetic acid 
• 326479-09-8 N-(2,3-dimethoxyphenyl)-3-(phenylsulfanyl)propionamide 
• 121639-09-6 N-(2,3-dimethoxyphenyl)acetamide 
• 436810-54-7 3-(2,3-dimethoxyphenylamino)propionic acid 
• 908003-67-8 6-iodo-2,3-dimethoxyphenylamine 
• 258532-75-1 2-chloro-N-(2,3-dimethoxyphenyl)acetamide 
• 908003-80-5 (6,7-dimethoxy-1H-indol-3-yl)-acetic acid methyl ester 
• 1020105-52-5 4-(6-iodo-2,3-dimethoxyphenylamino)-but-2-enoic acid methyl ester 

Relevant academic research and scientific papers

SYNTHETIC MYCOTOXIN ADSORBENTS AND METHODS OF MAKING AND UTILIZING THE SAME

The present invention relates generally to molecularly imprinted polymers (MIPs). In particular, the present invention relates to reusable, ecologically friendly MIPs that can be produced in relatively large quantities, methods of producing the same, and

One-pot synthesis of primary amines from carboxylic acids through rearrangement of in situ generated hydroxamic acid derivatives

A one-pot synthesis of primary amines from carboxylic acids through a Lossen rearrangement of hydroxamic acid derivatives, which were in situ generated by the reaction of carboxylic acids with O-trimethylsilylhydroxylamine (NH2OTMS) and carbonyl diimidazole (CDI, 1.5 equiv) in dimethyl sulfoxide at room temperature, has been achieved. This one-pot method could be applied to various carboxylic acids such as aromatic, heteroaromatic, aliphatic, and optically active substrates.

A base-mediated self-propagative Lossen rearrangement of hydroxamic acids for the efficient and facile synthesis of aromatic and aliphatic primary amines

A variety of aromatic and aliphatic hydroxamic acids were converted to the corresponding primary amines via base-mediated rearrangement. This rearrangement could proceed with less than 1 equiv. of K2CO3 in polar solvents under thermal conditions with no external reagents. This rearrangement has several features including no external activating agents needed for promoting the rearrangement, less than one equivalent of a base is sufficient for the reaction, and a clean reaction in which only carbon dioxide is produced as a by-product. A self-propagating mechanism via an isocyanate intermediate is proposed and elementary reaction steps, namely, chain propagation reactions are supported by experiments.

Self-propagated Lossen rearrangement induced by a catalytic amount of activating agents under mild conditions

A mild self-propagated Lossen rearrangement induced by a catalytic amount of activating agents in medium to high polar organic solvents has been developed. The rearrangement of aromatic and aliphatic hydroxamic acids in the presence of a catalytic amount (0.01 equiv) of acetic anhydride and an equimolar amount of base such as well-dried potassium carbonate afforded the corresponding amines in high yields. This alternative to traditional Lossen rearrangement provides a simple and mild method for the synthesis of amines from free hydroxamic acids.

6-Methoxy-7-benzofuranoxy and 6-methoxy-7-indolyloxy analogues of 2-[2-(2,6-Dimethoxyphenoxy)ethyl]aminomethyl-1,4-benzodioxane (WB4101):1 Discovery of a potent and selective α1D-adrenoceptor antagonist

Previous results have shown that replacement of one of the two o-methoxy groups at the phenoxy residue of the potent, but not subtype-selective, α1-AR antagonist (S)-WB4101 [(S)-1] by phenyl, or by ortho,meta-fused cyclohexane, or especially by ortho,meta-fused benzene preferentially elicits α1D-AR antagonist affinity. Such observations inspired the design of four new analogues of 1 bearing, in lieu of the 2,6-dimethoxyphenoxy residue, a 6-methoxy-substituted 7-benzofuranoxy or 7-indolyloxy group or, alternatively, their corresponding 2,3-dihydro form. Of these new compounds, which maintain, rigidified, the characteristic ortho heterodisubstituted phenoxy substructure of 1, the S enantiomer of the dihydrobenzofuranoxy derivative exhibited the highest α1D-AR antagonist affinity (pA2 9.58) with significant α1D/ α1A and α1D/α1B selectivity. In addition, compared both to α1D-AR antagonists structurally related to 1 and to the well-known α1D-AR antagonist BMY7378, this derivative had modest 5-HT1A affinity and neutral α1-AR antagonist behavior.

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.

Base-mediated rearrangement of free aromatic hydroxamic acids (ArCO-NHOH) to anilines

Without using activating agents, a variety of free aromatic hydroxamic acids could be rearranged to aromatic amines in the presence of base alone. The Royal Society of Chemistry 2009.

Synthesis of the pentacyclic core of lihouidine

The pentacyclic base of the sponge-derived alkaloid lihouidine has been assembled from two quinoline fragments. The key step is a nitration-promoted cyclization to form the C-C bond between the two quinoline units.

Development of 3,4-dihydro-2H-benzo[1,4]oxazine derivatives as dual thromboxane A2 receptor antagonists and prostacyclin receptor agonists

We discovered a novel series of 3,4-dihydro-2H-benzo[1,4]oxazin-8- yloxyacetic acid derivatives as potent dual-acting agents to block the TXA 2 receptor and to activate the PGI2 receptor. We report the synthesis, structure-activity r