N-(3-Cyano-4-phenyl-1H-pyrrol-2-YL)methanimidamide

Base Information

• Chemical Name: N-(3-Cyano-4-phenyl-1H-pyrrol-2-YL)methanimidamide
• CAS No.: 1593-20-0
• Molecular Formula: C₁₂H₁₀N₄
• Molecular Weight: 210.238
• NSC Number: 86920
• DSSTox Substance ID: DTXSID70936084
• Mol file: 1593-20-0.mol

Synonyms:1593-20-0;NSC86920;DTXSID70936084;NSC-86920;N-(3-CYANO-4-PHENYL-1H-PYRROL-2-YL)METHANIMIDAMIDE

Chemical Property of N-(3-Cyano-4-phenyl-1H-pyrrol-2-YL)methanimidamide

Chemical Property:

• Boiling Point: 539.7°Cat760mmHg
• Flash Point: 280.2°C
• Density: 1.22g/cm³
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 210.090546336
• Heavy Atom Count: 16
• Complexity: 297

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CNC(=C2C#N)N=CN
• Isomeric SMILES: C1=CC=C(C=C1)C2=CNC(=C2C#N)/N=C/N

Technology Process of N-(3-Cyano-4-phenyl-1H-pyrrol-2-YL)methanimidamide

There total 6 articles about N-(3-Cyano-4-phenyl-1H-pyrrol-2-YL)methanimidamide 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:

2-azido-1-phenylethan-1-one (1816-88-2) → N-(3-cyano-4-phenyl-1H-pyrrol-2-yl)-formamidine (344359-57-5,1593-20-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: H₂; HCl / Pt/C / methanol

2.1: Et₃N / tetrahydrofuran / 20 °C

3.1: NaOEt / ethanol / 55 °C

4.1: 80 °C

4.2: NH₃ / methanol / 20 °C

With hydrogenchloride; hydrogen; sodium ethanolate; triethylamine; platinum on activated charcoal; In tetrahydrofuran; methanol; ethanol;

DOI:10.1016/S0960-894X(01)00079-8

Reference yield:

α-bromoacetophenone (70-11-1) → N-(3-cyano-4-phenyl-1H-pyrrol-2-yl)-formamidine (344359-57-5,1593-20-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: NaN₃; CH₃N[(CH₂)7CH₃]3Cl / toluene / 55 °C

2.1: H₂; HCl / Pt/C / methanol

3.1: Et₃N / tetrahydrofuran / 20 °C

4.1: NaOEt / ethanol / 55 °C

5.1: 80 °C

5.2: NH₃ / methanol / 20 °C

With hydrogenchloride; sodium azide; hydrogen; sodium ethanolate; Aliquat 336; triethylamine; platinum on activated charcoal; In tetrahydrofuran; methanol; ethanol; toluene;

DOI:10.1016/S0960-894X(01)00079-8

Reference yield:

2-amino-3-cyano-4-phenylpyrrole (54153-51-4) + orthoformic acid triethyl ester (122-51-0) → N-(3-cyano-4-phenyl-1H-pyrrol-2-yl)-formamidine (344359-57-5,1593-20-0)

Guidance literature:

2-amino-3-cyano-4-phenylpyrrole; orthoformic acid triethyl ester; at 80 ℃;

With ammonia; In methanol; at 20 ℃;

DOI:10.1016/S0960-894X(01)00079-8

upstream raw materials:

2-amino-3-cyano-4-phenylpyrrole

orthoformic acid triethyl ester

N-phenacylacetamide

2-azido-1-phenylethan-1-one

Downstream raw materials:

4-amino-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine