2-(Cyclopropylmethoxy)aniline

Base Information

• Chemical Name: 2-(Cyclopropylmethoxy)aniline
• CAS No.: 89523-17-1
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• European Community (EC) Number: 844-000-6
• DSSTox Substance ID: DTXSID00599146
• Wikidata: Q82495006
• Mol file: 89523-17-1.mol

Synonyms:2-(cyclopropylmethoxy)aniline;89523-17-1;2-Cyclopropylmethoxy-phenylamine;SCHEMBL3798519;2-(Cyclopropylmethoxy)benzenamine;DTXSID00599146;CYXGZZBWPVAYOW-UHFFFAOYSA-N;MFCD08699323;AKOS000221335;SB76475;DB-191765;CS-0262894;EN300-84176;F21206;A1-10898;Z332379354

Chemical Property of 2-(Cyclopropylmethoxy)aniline

Chemical Property:

• PSA: 35.25000
• LogP: 2.63880
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

2-(cyclopropylmethoxy)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1COC2=CC=CC=C2N

Technology Process of 2-(Cyclopropylmethoxy)aniline

There total 4 articles about 2-(Cyclopropylmethoxy)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: 93.0%

→ 2-(cyclopropylmethoxy)aniline (89523-17-1)

Guidance literature:

Reference yield: 90.0%

1-(cyclopropylmethoxy)-2-nitrobenzene (21315-09-3) → 2-(cyclopropylmethoxy)aniline (89523-17-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 1h; under 1034.32 Torr;

Reference yield:

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → 2-(cyclopropylmethoxy)aniline (89523-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C

1.2: 2 h / 80 °C

2.1: hydrogen; palladium on activated charcoal / ethyl acetate / 20 °C

With palladium on activated charcoal; hydrogen; sodium hydride; In tetrahydrofuran; ethyl acetate; mineral oil;

DOI:10.1021/acs.jmedchem.8b00308

upstream raw materials:

2-hydroxynitrobenzene

1-(cyclopropylmethoxy)-2-nitrobenzene

ortho-nitrofluorobenzene

Downstream raw materials:

N-(2-(cyclopropylmethoxy)-4-nitrophenyl)-methanesulfonamide

N-(4-amino-2-(cyclopropylmethoxy)phenyl)-methanesulfonamide

S-3-(cyclopropylmethoxy)-4-(methylsulfonamido)phenyl O-ethyl carbonodithioate

N-(2-(cyclopropylmethoxy)-4-mercaptophenyl)-methanesulfonamide

Refernces

• 1、 -. "DERIVATIVES OF 1-PHENYL-2-PYRIDINYL ALKYL ALCOHOLS AS PHOSPHODIESTERASE INHIBITORS". . . Retrieved 2013/04/10.
• 2、 -. "NON-SYSTEMIC TGR5 AGONISTS". Page/Page column 133; 134. . Retrieved 2013/07/05.