2-(Tetrahydrofuran-2-ylmethoxy)aniline

Base Information

• Chemical Name: 2-(Tetrahydrofuran-2-ylmethoxy)aniline
• CAS No.: 111331-20-5
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.246
• European Community (EC) Number: 802-606-8
• DSSTox Substance ID: DTXSID90406754
• Mol file: 111331-20-5.mol

Synonyms:111331-20-5;2-(tetrahydrofuran-2-ylmethoxy)aniline;2-(oxolan-2-ylmethoxy)aniline;2-((Tetrahydrofuran-2-yl)methoxy)aniline;Benzenamine, 2-[(tetrahydro-2-furanyl)methoxy]-;2-(tetrahydro-2-furanylmethoxy)aniline;2-(Tetrahydro-furan-2-ylmethoxy)-phenylamine;DTXSID90406754;KTCZQGIGKHJVGO-UHFFFAOYSA-N;2-[(oxolan-2-yl)methoxy]aniline;MFCD06617951;AKOS000130034;AKOS016347498;NCGC00325883-01;LS-11263;CS-0312797;FT-0753329;[2-(tetrahydrofuran-2-ylmethoxy)phenyl]amine;AB01320782-02;Benzenamine,2-[(tetrahydro-2-furanyl)methoxy]-;2-(Tetrahydrofuran-2-ylmethoxy)aniline, AldrichCPR

Chemical Property of 2-(Tetrahydrofuran-2-ylmethoxy)aniline

Chemical Property:

• Vapor Pressure: 0.000127mmHg at 25°C
• Boiling Point: 334.5±12.0 °C(Predicted)
• PKA: 4.31±0.10(Predicted)
• Density: 1.126±0.06 g/cm3(Predicted)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

98%min ^*data from raw suppliers

2-(Tetrahydrofuran-2-ylmethoxy)aniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(OC1)COC2=CC=CC=C2N

Technology Process of 2-(Tetrahydrofuran-2-ylmethoxy)aniline

There total 3 articles about 2-(Tetrahydrofuran-2-ylmethoxy)aniline 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%

o-nitrophenyl tetrahydro-2-furfuryl ether (169330-16-9) → o-aminophenyl tetrahydro-2-furfuryl ether (111331-20-5)

Guidance literature:

With copper acetylacetonate; sodium tetrahydroborate; In ethanol; for 2h; Ambient temperature;

Reference yield:

Tetrahydrofurfuryl alcohol (97-99-4) → o-aminophenyl tetrahydro-2-furfuryl ether (111331-20-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / PPh₃, diethyl azodicarboxylate / tetrahydrofuran

2: 98 percent / copper acetylacetonate, NaBH₄ / ethanol / 2 h / Ambient temperature

With copper acetylacetonate; sodium tetrahydroborate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol;

Reference yield:

2-hydroxynitrobenzene (88-75-5,78813-12-4) → o-aminophenyl tetrahydro-2-furfuryl ether (111331-20-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / PPh₃, diethyl azodicarboxylate / tetrahydrofuran

2: 98 percent / copper acetylacetonate, NaBH₄ / ethanol / 2 h / Ambient temperature

With copper acetylacetonate; sodium tetrahydroborate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol;

upstream raw materials:

o-nitrophenyl tetrahydro-2-furfuryl ether

Tetrahydrofurfuryl alcohol

2-hydroxynitrobenzene

Downstream raw materials:

6-Oxo-2-[2-(tetrahydro-furan-2-ylmethoxy)-phenylamino]-1,6-dihydro-pyrimidine-5-carboxylic acid ethyl ester

6-Oxo-2-[2-(tetrahydro-furan-2-ylmethoxy)-phenylamino]-1,6-dihydro-pyrimidine-5-carboxylic acid

Refernces

• 1、 Ozeki,Ichikawa,Takehara,Tanimura,Sato,Yaginuma. "Studies on antiallergy agents. III. Synthesis of 2-anilino-1,6-dihydro-6-oxo-5-pyrimidinecarboxylic acids and related compounds". . p. 1780 - 1787. Retrieved 2007/10/02.