2-(1-Methylcyclopropyl)aniline

Base Information

• Chemical Name: 2-(1-Methylcyclopropyl)aniline
• CAS No.: 71759-33-6
• Molecular Formula: C10H13N
• Molecular Weight: 147.22
• Mol file: 71759-33-6.mol

Synonyms:1-Methyl-1-(o-aminophenyl)cyclopropan;2-(1-Methyl-cyclopropyl)-phenylamine;1-methyl-1-(2-aminophenyl)cyclopropane;1-methyl-1-(o-aminophenyl)cyclopropane;2-(1-methylcyclopropyl)aniline;

Chemical Property of 2-(1-Methylcyclopropyl)aniline

Chemical Property:

• PSA: 26.02000
• LogP: 2.90150

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(1-Methylcyclopropyl)aniline

There total 4 articles about 2-(1-Methylcyclopropyl)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: 91.0%

1-methyl-1-(o-nitrophenyl)cyclopropane (40088-87-7) → 1-methyl-1-(o-aminophenyl)cyclopropane (71759-33-6)

Guidance literature:

With hydrogenchloride; iron;

Reference yield:

(1-methylcyclopropyl)benzene (2214-14-4) → 4-(1-methylcyclopropyl)aniline (114833-72-6) + 1-methyl-1-(o-aminophenyl)cyclopropane (71759-33-6)

Guidance literature:

(1-methylcyclopropyl)benzene; With nitric acid; acetic anhydride; at -60 - -35 ℃; for 3h;

With hydrogenchloride; iron; In ethanol; for 4h; Overall yield = 79 percent; Reflux;

DOI:10.1055/a-1683-0315

Reference yield:

isopropenylbenzene (98-83-9,6144-04-3,25014-31-7,42612-14-6) → 1-methyl-1-(o-aminophenyl)cyclopropane (71759-33-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trifluoroacetic acid; diethylzinc / dichloromethane / 0.33 h / 0 °C

1.2: 0.5 h / 0 - 20 °C

2.1: nitric acid; acetic anhydride / dichloromethane / 0.5 h / 0 °C

3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate

With hydrogen; diethylzinc; nitric acid; acetic anhydride; trifluoroacetic acid; palladium 10% on activated carbon; In dichloromethane; ethyl acetate;

upstream raw materials:

1-methyl-1-(o-nitrophenyl)cyclopropane

isopropenylbenzene

(1-methylcyclopropyl)benzene

Downstream raw materials:

N-(4-nitrobenzylidene)-2-(1-methylcyclopropyl)aniline

1-(1-methylcyclopropyl)-2-nitrosobenzene

C₁₀H₁₁NO₂

2-(1-methylcyclopropyl)phenol

Refernces

• 1、 -. "PYRROLO SULFONAMIDE COMPOUNDS FOR MODULATION OF ORPHAN NUCLEAR RECEPTOR RAR-RELATED ORPHAN RECEPTOR-GAMMA (RORGAMMA, NR1F3) ACTIVITY AND FOR THE TREATMENT OF CHRONIC INFLAMMATORY AND AUTOIMMUNE DISEASES". Page/Page column 67. . Retrieved 2012/11/06.
• 2、 Shabarov, Yu. S.,Pisanova, E. V.,Saginova, L. G.. "TRANSFORMATION OF SOME CYCLOPROPYL(DIACETOXYIODO)BENZENES UNDER THE INFLUENCE OF PROTIC ACIDS". . p. 1685 - 1689. Retrieved 2007/10/02.