2-PHENYL-ACETAMIDINE

Base Information

• Chemical Name: 2-PHENYL-ACETAMIDINE
• CAS No.: 5504-24-5
• Molecular Formula: C8H10N2
• Molecular Weight: 134.181
• Hs Code.: 2925290090
• Mol file: 5504-24-5.mol

Synonyms:2-phenylethanimidamide;Benzeneethanimidamide;

Chemical Property of 2-PHENYL-ACETAMIDINE

Chemical Property:

• Vapor Pressure: 0.0327mmHg at 25°C
• Melting Point: 62-63 °C
• Refractive Index: 1.558
• Boiling Point: 243.1 °C at 760 mmHg
• PKA: 12.62±0.40(Predicted)
• Flash Point: 100.8 °C
• PSA: 49.87000
• Density: 1.06 g/cm³
• LogP: 1.96510
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

98%Min ^*data from raw suppliers

2-Phenylacetamidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Phenylacetamidine is a useful synthetic intermediate. It is used in the synthesis of non-nucleoside reverse transcriptase inhibitors. It is also used to prepare naltrexone-derived pyrido- and pyrimidomorphinans.

Technology Process of 2-PHENYL-ACETAMIDINE

There total 14 articles about 2-PHENYL-ACETAMIDINE 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: 82.0%

phenylacetonitrile (140-29-4) → 2-phenylacetamidine (5504-24-5)

Guidance literature:

With trimethylaluminum; ammonium chloride; In toluene; at 80 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.ejmech.2013.02.020

Reference yield: 74.0%

aniline (62-53-3) + acetonitrile (75-05-8,26809-02-9) → 2-phenylacetamidine (5504-24-5)

Guidance literature:

With aluminum (III) chloride; at 100 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c1ob06303k

Reference yield: 31.0%

ethyl 2-phenylacetimidate hydrochloride (5442-34-2) → 2-phenylacetamidine (5504-24-5)

Guidance literature:

ethyl 2-phenylacetimidate hydrochloride; With ammonia; In methanol; at 20 ℃; Inert atmosphere;

With sodium methylate; In methanol; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/adsc.201501146

upstream raw materials:

phenylacetonitrile

phenyl-thioacetic acid O-ethyl ester

3-Amino-4-phenylisoxazol-5-one

ethyl 2-phenylethanimidoate

Downstream raw materials:

2-benzyl-1H-imidazole-4-carbaldehyde

2,7-dibenzyl-4-methyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepine

2-benzyl-4-methoxy-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepine

2-benzyl-5-nitropyrimidine

Refernces

• 1、 Baeten, Mattijs,Maes, Bert U. W.. "Guanidine Synthesis: Use of Amidines as Guanylating Agents". supporting information. p. 826 - 833. Retrieved 2016/03/12.
• 2、 Ikawa, Takashi,Fujita, Yuki,Mizusaki, Tomoteru,Betsuin, Sae,Takamatsu, Haruki,Maegawa, Tomohiro,Monguchi, Yasunari,Sajiki, Hironao. "Selective N-alkylation of amines using nitriles under hydrogenation conditions: Facile synthesis of secondary and tertiary amines". . p. 293 - 304. Retrieved 2012/02/01.