Benzenamine, 2-bromo-4-methoxy-3-methyl-

Base Information

• Chemical Name: Benzenamine, 2-bromo-4-methoxy-3-methyl-
• CAS No.: 573693-08-0
• Molecular Formula: C8H10BrNO
• Molecular Weight: 216.077
• DSSTox Substance ID: DTXSID80473531
• Nikkaji Number: J1.910.651I
• Wikidata: Q82302987
• Mol file: 573693-08-0.mol

Synonyms:Benzenamine, 2-bromo-4-methoxy-3-methyl-;573693-08-0;DTXSID80473531

Chemical Property of Benzenamine, 2-bromo-4-methoxy-3-methyl-

Chemical Property:

• PSA: 35.25000
• LogP: 2.92950
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 214.99458
• Heavy Atom Count: 11
• Complexity: 131

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1Br)N)OC

Technology Process of Benzenamine, 2-bromo-4-methoxy-3-methyl-

There total 5 articles about Benzenamine, 2-bromo-4-methoxy-3-methyl- 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: 99.0%

2-bromo-4-methoxy-3-methyl-1-nitro-benzene (573693-11-5) → 2-bromo-4-methoxy-3-methyl-phenylamine (573693-08-0)

Guidance literature:

With tin(II) chloride monohydrate; In ethanol; at 70 ℃; for 1h;

DOI:10.1055/s-0029-1217815

Reference yield:

3-bromo-2-methylphenol (7766-23-6) → 2-bromo-4-methoxy-3-methyl-phenylamine (573693-08-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / KOH / dimethylsulfoxide / 1 h / 20 °C

2: 67 percent / claycop; Ac₂O / CCl₄ / 2.5 h / 20 °C

3: 91 percent / N₂H₄*H₂O; FeCl₃; activated carbon / methanol / 13 h / 65 °C

With potassium hydroxide; acetic anhydride; iron(III) chloride; pyrographite; copper(II) nitrate; hydrazine hydrate; In methanol; tetrachloromethane; dimethyl sulfoxide;

DOI:10.1039/b301979a

Reference yield:

3-bromo-2-methylaniline (55289-36-6) → 2-bromo-4-methoxy-3-methyl-phenylamine (573693-08-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaNO₂; H₂SO₄ / 0 °C

1.2: 83 percent / aq. H₂SO₄ / Heating

2.1: 91 percent / KOH / dimethylsulfoxide / 1 h / 20 °C

3.1: 67 percent / claycop; Ac₂O / CCl₄ / 2.5 h / 20 °C

4.1: 91 percent / N₂H₄*H₂O; FeCl₃; activated carbon / methanol / 13 h / 65 °C

With potassium hydroxide; sulfuric acid; acetic anhydride; iron(III) chloride; pyrographite; copper(II) nitrate; hydrazine hydrate; sodium nitrite; In methanol; tetrachloromethane; dimethyl sulfoxide;

DOI:10.1039/b301979a

upstream raw materials:

2-bromo-4-methoxy-3-methyl-1-nitro-benzene

3-bromo-2-methylaniline

1-bromo-3-methoxy-2-methylbenzene

3-bromo-2-methylphenol

Downstream raw materials:

3-(2-bromo-4-methoxy-3-methyl-phenylamino)-4-methoxy-benzoic acid methyl ester

C₁₄H₁₄BrNO

1,6-bis-(tert-butyl-diphenyl-silanyloxy)-8-(2,5-dimethyl-hex-1-enyl)-7-methyl-9H-carbazole-4-carboxylic acid methyl ester

[1,6-bis-(tert-butyl-diphenyl-silanyloxy)-8-(2,5-dimethyl-hex-1-enyl)-7-methyl-9H-carbazol-4-yl]-methanol

Refernces

• 1、 H?nchen, Anne,Süssmuth, Roderich D.. "Total synthesis of new lipocarbazoles isolated from the actinomycete tsukamurella pseudospumae acta 1857". body text. p. 2483 - 2486. Retrieved 2010/01/07.