Methyl 2-(cyanomethyl)-6-nitrobenzoate

Base Information

• Chemical Name: Methyl 2-(cyanomethyl)-6-nitrobenzoate
• CAS No.: 169044-99-9
• Molecular Formula: C10H8N2O4
• Molecular Weight: 220.18152
• DSSTox Substance ID: DTXSID601220643
• Mol file: 169044-99-9.mol

Synonyms:169044-99-9;methyl 2-(cyanomethyl)-6-nitrobenzoate;SCHEMBL1612651;GIUSTWXHLCYDNQ-UHFFFAOYSA-N;DTXSID601220643;AKOS015995994;DA-43551;Benzoic acid, 2-(cyanomethyl)-6-nitro-, methyl ester

Chemical Property of Methyl 2-(cyanomethyl)-6-nitrobenzoate

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 220.04840674
• Heavy Atom Count: 16
• Complexity: 327

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC=C1[N+](=O)[O-])CC#N

Technology Process of Methyl 2-(cyanomethyl)-6-nitrobenzoate

There total 3 articles about Methyl 2-(cyanomethyl)-6-nitrobenzoate 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-methyl-6-nitrobenzoic acid (13506-76-8) → methyl 2-(cyanomethyl)-6-nitrobenzoate (169044-99-9)

Guidance literature:

Multi-step reaction with 3 steps

1: DIPEA / acetone

2: NBS; (PhCO)2O₂ / CCl₄ / Irradiation

With N-Bromosuccinimide; N-ethyl-N,N-diisopropylamine; dibenzoyl peroxide; In tetrachloromethane; acetone;

DOI:10.1055/s-2007-965978

Reference yield:

methyl 2-methyl-6-nitrobenzoate (61940-22-5) → methyl 2-(cyanomethyl)-6-nitrobenzoate (169044-99-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NBS; (PhCO)2O₂ / CCl₄ / Irradiation

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane;

DOI:10.1055/s-2007-965978

Reference yield:

sodium cyanide (143-33-9,25596-52-5) + methyl 2-(bromomethyl)-6-nitrobenzoate (61940-21-4) → methyl 2-(cyanomethyl)-6-nitrobenzoate (169044-99-9)

Guidance literature:

DOI:10.1055/s-2007-965978

upstream raw materials:

sodium cyanide

methyl 2-(bromomethyl)-6-nitrobenzoate

2-methyl-6-nitrobenzoic acid

methyl 2-methyl-6-nitrobenzoate

Downstream raw materials:

8-amino-3,4-dihydro-2H-isoquinolin-1-one

8-dibenzylamino-3,4-dihydro-2H-isoquinolin-1-one

8-amino-2-methyl-3,4-dihydroisoquinolin-1-one

methyl 2-(1-cyano-1-methylethyl)-6-nitro-benzoate