4-Propoxybenzene-1,2-diamine

Base Information

• Chemical Name: 4-Propoxybenzene-1,2-diamine
• CAS No.: 56190-17-1
• Molecular Formula: C9H14N2O
• Molecular Weight: 166.223
• Hs Code.: 2922299090
• European Community (EC) Number: 260-044-3
• DSSTox Substance ID: DTXSID70204735
• Nikkaji Number: J296.605K
• Wikidata: Q72502529
• Mol file: 56190-17-1.mol

Synonyms:4-Propoxybenzene-1,2-diamine;56190-17-1;4-Propoxy-1,2-diaminobenzene;4-Propoxy-1,2-diamine benzene;1,2-Benzenediamine, 4-propoxy-;EINECS 260-044-3;4-Propoxy-o-phenylenediamine;SCHEMBL11246033;DTXSID70204735;MFCD00462576;AKOS005292643;AS-41051;4-propoxy-1,2-diamine benzene, AldrichCPR;CS-0453768;FT-0601007;A20814;EN300-1295510;4-Propoxy-O-Phenylenediamine;4-Propyloxy-1,2-benzenediamine

Chemical Property of 4-Propoxybenzene-1,2-diamine

Chemical Property:

• Vapor Pressure: 0.00025mmHg at 25°C
• Refractive Index: 1.585
• Boiling Point: 324.2 °C at 760 mmHg
• PKA: 4.80±0.10(Predicted)
• Flash Point: 167.5 °C
• PSA: 61.27000
• Density: 1.1 g/cm³
• LogP: 2.80220
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.110613074
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

98%min ^*data from raw suppliers

4-propoxybenzene-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCOC1=CC(=C(C=C1)N)N

Technology Process of 4-Propoxybenzene-1,2-diamine

There total 6 articles about 4-Propoxybenzene-1,2-diamine 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: 15.0%

5-n-propoxy-2H-benzimidazole-2-spirocyclohexane (172362-95-7) → 4-n-propoxy-o-phenylenediamine (56190-17-1) + 5-Propoxy-1,3-dihydro-spiro[benzoimidazole-2,1'-cyclohexane] (172362-91-3)

Guidance literature:

With sodium dithionite; In ethanol; Heating;

Reference yield:

2-nitro-5-propoxyaniline (113501-99-8) → 4-n-propoxy-o-phenylenediamine (56190-17-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 6h;

DOI:10.1021/acs.jmedchem.7b00587

Reference yield:

5-chloro-2H-benzimidazole-2-spirocyclohexane (94526-10-0) → 4-n-propoxy-o-phenylenediamine (56190-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent

2: 80 percent / Na₂S₂O₄ / aq. ethanol / Heating

With sodium dithionite; In ethanol;

upstream raw materials:

5-Propoxy-1,3-dihydro-spiro[benzoimidazole-2,1'-cyclohexane]

5-n-propoxy-2H-benzimidazole-2-spirocyclohexane

5-chloro-2H-benzimidazole-2-spirocyclohexane

2-nitro-5-propoxyaniline

Downstream raw materials:

oxibendazole

methyl N-(6-propoxy-1H-benzimidazol-2-yl)carbamate

Refernces

• 1、 Hazelton,Iddon,Suschitzky,Woolley. "2H-benzimidazoles (isobenzimidazoles). Part 10. Synthesis of polysubstituted o-phenylenediamines and their conversion into heterocycles, particularly 2-substituted benzimidazoles with known or potential anthelminthic activity". . p. 10771 - 10794. Retrieved 2007/10/02.