2amino-6-methylanisole

Base Information

• Chemical Name: 2amino-6-methylanisole
• CAS No.: 18102-30-2
• Molecular Formula: C8H11 N O
• Molecular Weight: 137.181
• Hs Code.: 2922299090
• Mol file: 18102-30-2.mol

Synonyms:o-Anisidine,3-methyl- (8CI); 2-Methoxy-3-methylaniline; 3-Amino-2-methoxytoluene;3-Methyl-2-methoxyaniline

Chemical Property of 2amino-6-methylanisole

Chemical Property:

• PSA: 35.25000
• LogP: 2.16700

Purity/Quality:

99%min ^*data from raw suppliers

2-Methoxy-3-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Methoxy-3-methylaniline is an important building block.

Technology Process of 2amino-6-methylanisole

There total 8 articles about 2amino-6-methylanisole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2-methyl-6-nitroanisole (18102-29-9) → 2-methoxy-3-methylaniline (18102-30-2)

Guidance literature:

With iron; acetic acid; In water; at 23 ℃; for 17h; Schlenk technique; Inert atmosphere;

DOI:10.1007/s00706-021-02844-1

Reference yield:

2-methylmethoxybenzene (578-58-5) + C8H15N3O3 → 2-methoxy-3-methylaniline (18102-30-2) + 4-methoxy-3-methylaniline (136-90-3)

Guidance literature:

2-methylmethoxybenzene; C₈H₁₅N₃O₃; With tin(IV) chloride; at 20 ℃;

With cesium hydroxide; In ethylene glycol; at 160 ℃; for 4h; Title compound not separated from byproducts;

DOI:10.1246/cl.2003.548

Reference yield:

2-methyl-6-nitrophenol (13073-29-5) → 2-methoxy-3-methylaniline (18102-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 63 h / 23 °C / Schlenk technique; Inert atmosphere

2: acetic acid; iron / water / 17 h / 23 °C / Schlenk technique; Inert atmosphere

With iron; potassium carbonate; acetic acid; In water; N,N-dimethyl-formamide; 1: |Williamson Ether Synthesis;

DOI:10.1007/s00706-021-02844-1

upstream raw materials:

2-methyl-6-nitroanisole

hydrogenchloride

1-(2-methoxy-3-methyl-phenyl)-ethanone oxime

2-methylmethoxybenzene

Downstream raw materials:

2-methoxy-3-methylphenol

2-methoxy-3-methyl-1,4-benzoquinone

2-methoxy-3-methylbenzene-1,4-diol

acetic acid-(2-methoxy-3-methyl-anilide)

Refernces

• 1、 Ishida, Yasuhiro,Nakamura, Itaru,Terada, Masahiro. "Copper-Catalyzed Domino [1,3]/[1,2] Rearrangement for the Efficient Synthesis of Multisubstituted ortho-Anisidines". supporting information. p. 8629 - 8633. Retrieved 2018/06/27.
• 2、 -. "COUMARIN DERIVATIVES AND METHODS OF USE IN TREATING HYPERPROLIFERATIVE DISEASES". Page/Page column 54. . Retrieved 2014/10/04.