4-Chloro-2,5-dimethoxyaniline

Base Information

• Chemical Name: 4-Chloro-2,5-dimethoxyaniline
• CAS No.: 6358-64-1
• Molecular Formula: C8H10ClNO2
• Molecular Weight: 187.626
• Hs Code.: 2922299090
• European Community (EC) Number: 228-782-0
• NSC Number: 60154
• UNII: T659IW8P4S
• DSSTox Substance ID: DTXSID9040718
• Nikkaji Number: J55.362J
• Wikidata: Q27289721
• ChEMBL ID: CHEMBL1901690
• Mol file: 6358-64-1.mol

Synonyms:2,5-dimethoxy-4-chloroaniline;DMCH cpd

Chemical Property of 4-Chloro-2,5-dimethoxyaniline

Chemical Property:

• Appearance/Colour: grey to brown powder
• Vapor Pressure: 0.000611mmHg at 25°C
• Melting Point: 118-120 °C(lit.)
• Refractive Index: 1.555
• Boiling Point: 310.2 °C at 760 mmHg
• PKA: 3.48±0.10(Predicted)
• Flash Point: 141.4 °C
• PSA: 44.48000
• Density: 1.237 g/cm³
• LogP: 2.52060
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 187.0400063
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-2,5-dimethoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1N)OC)Cl

Technology Process of 4-Chloro-2,5-dimethoxyaniline

There total 6 articles about 4-Chloro-2,5-dimethoxyaniline 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%

4-chloro-2,5-dimethoxy nitrobenzene (6940-53-0) → 4-chloro-2,5-dimethoxy-aniline (6358-64-1)

Guidance literature:

4-chloro-2,5-dimethoxy nitrobenzene; With iron(III) chloride hexahydrate; pyrographite; In methanol; at 65 ℃; for 1h; Inert atmosphere;

With hydrazine hydrate; In methanol; at 65 ℃; Inert atmosphere;

DOI:10.1021/jo100913s

Reference yield:

2,5-dimethoxy-4-nitroaniline (6313-37-7) → 4-chloro-2,5-dimethoxy-aniline (6358-64-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaNO₂; AcOH; H₂SO₄ / 0.5 h / 40 °C

1.2: CuCl; HCl / 0.33 h / 80 °C

2.1: FeCl₃*6H₂O; NH₂NH₂; H₂O / methanol / 1 h / 65 °C

With sulfuric acid; water; iron(III) chloride; acetic acid; hydrazine; sodium nitrite; In methanol; 1.1: Diazotization / 1.2: Substitution / 2.1: Reduction;

DOI:10.1055/s-1999-2875

Reference yield:

→ 4-chloro-2,5-dimethoxy-aniline (6358-64-1)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

4-chloro-2,5-dimethoxy nitrobenzene

2,5-dimethoxy-4-nitroaniline

2-chloro-1,4-dimethoxybenzene

chloro-p-hydroquinone

Downstream raw materials:

C₁₅H₂₀ClN₅O₄S

1-(4-Chloro-2,5-dimethoxy-phenyl)-3-(4-trifluoromethyl-phenyl)-urea

C₁₄H₁₃ClN₂O₄