2-Methoxy-6-methylaniline

Base Information

• Chemical Name: 2-Methoxy-6-methylaniline
• CAS No.: 50868-73-0
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 2922299090
• European Community (EC) Number: 628-709-6
• DSSTox Substance ID: DTXSID00332616
• Nikkaji Number: J141.479H
• Wikidata: Q72490302
• Mol file: 50868-73-0.mol

Synonyms:2-Methoxy-6-methylaniline;50868-73-0;6-Methyl-o-anisidine;2-Methoxy-6-methyl-phenylamine;benzenamine, 2-methoxy-6-methyl-;2-methoxy-6-methyl-aniline;2-methoxy-6-methylbenzenamine;2-AMINO-3-METHYLANISOLE;MFCD00075455;2-Amino-1-methoxy-3-methylbenzene;6-Methoxy-o-toluidine;2-Methoxy-6-methylphenylamine;SCHEMBL288824;2-methoxy-6-methyl phenylamine;DTXSID00332616;2-METHYL-6-METHOXYANILINE;2-Methoxy-6-methylaniline, 98%;(2-methoxy-6-methyl-phenyl)-amine;GEO-01688;AKOS009158435;AB02877;CS-W007802;2,4-DIFLUOROBENZYLMAGNESIUMBROMIDE;AC-28666;AM808236;AS-11091;SY035514;A7536;FT-0649399;M1804;EN300-82002;Q-102397;Z421792238;2-Amino-3-methylanisole pound 2-Methoxy-6-methylaniline pound(c)

Chemical Property of 2-Methoxy-6-methylaniline

Chemical Property:

• Vapor Pressure: 0.00782mmHg at 25°C
• Melting Point: 26-29 °C(lit.)
• Refractive Index: 1.549
• Boiling Point: 268.161 °C at 760 mmHg
• PKA: 4.39±0.10(Predicted)
• Flash Point: 102.307 °C
• PSA: 35.25000
• Density: 1.039 g/cm³
• LogP: 2.16700
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), Methanol (Sparingly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methoxy-6-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)OC)N
• Uses: 2-Methoxy-6-methylaniline may be used in the synthesis of 7-methoxy-1H-indazole, an inhibitor of nitric oxide synthase.

Technology Process of 2-Methoxy-6-methylaniline

There total 15 articles about 2-Methoxy-6-methylaniline 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: 100.0%

1-methoxy-3-methyl-2-nitro-benzene (5345-42-6) → 2-methoxy-6-methylbenzeneamine (50868-73-0)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1039/b512276g

Reference yield: 100.0%

3-methoxy-2-(tert-butyloxycarbonylamino)toluene (545424-34-8) → 2-methoxy-6-methylbenzeneamine (50868-73-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Inert atmosphere;

DOI:10.1002/anie.202008631

Reference yield: 41.0%

2-chloro-1-methoxy-3-methylbenzene (90807-19-5) → 2-methoxy-6-methylbenzeneamine (50868-73-0)

Guidance literature:

With carbamic acid 2-trimethylsilylethyl ester; palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 120 ℃; for 15h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.08.100

upstream raw materials:

1-methoxy-3-methyl-2-nitro-benzene

hydrogenchloride

3-methyl-2-nitrophenol

2-methyl-4-methoxyphenylsulfonyl chloride

Downstream raw materials:

3-hydroxy-[2]naphthoic acid-(2-methoxy-6-methyl-anilide)

(2-Methoxy-6-methyl-phenyl)-carbamic acid benzyl ester

2-methoxy-6-methyl-benzonitrile

(2-Methoxy-6-methyl-phenyl)-methyl-carbamic acid benzyl ester

Refernces

• 1、 Mori, Keiji,Kawasaki, Taro,Sueoka, Shosaku,Akiyama, Takahiko. "Expeditious synthesis of benzopyrans via lewis acid-catalyzed C-H functionalization: Remarkable enhancement of reactivity by an ortho substituent". supporting information; experimental part. p. 1732 - 1735. Retrieved 2010/09/05.
• 2、 Shimada, Itsuro,Maeno, Kyoichi,Kondoh, Yutaka,Kaku, Hidetaka,Sugasawa, Keizo,Kimura, Yasuharu,Hatanaka, Ken-ichi,Naitou, Yuki,Wanibuchi, Fumikazu,Sakamoto, Shuichi,Tsukamoto, Shin-ichi. "Synthesis and structure-activity relationships of a series of benzazepine derivatives as 5-HT2C receptor agonists". . p. 3309 - 3320. Retrieved 2008/09/20.