2-cyano-N-methoxy-N-methylacetamide

Base Information

• Chemical Name: 2-cyano-N-methoxy-N-methylacetamide
• CAS No.: 353237-65-7
• Molecular Formula: C₅H₈N₂O₂
• Molecular Weight: 128.131
• DSSTox Substance ID: DTXSID201294852
• Nikkaji Number: J662.001I
• Mol file: 353237-65-7.mol

Synonyms:2-cyano-N-methoxy-N-methylacetamide;353237-65-7;2-Cyano-N-methoxy-N-methyl-acetamide;CON(C)C(=O)CC#N;SCHEMBL14393705;DTXSID201294852;MFCD14707540;AKOS005266793;CS-0116791

Chemical Property of 2-cyano-N-methoxy-N-methylacetamide

Chemical Property:

• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 128.058577502
• Heavy Atom Count: 9
• Complexity: 146

Purity/Quality:

99% ^*data from raw suppliers

2-Cyano-N-methoxy-N-methylacetamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C(=O)CC#N)OC

Technology Process of 2-cyano-N-methoxy-N-methylacetamide

There total 2 articles about 2-cyano-N-methoxy-N-methylacetamide 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:

C8H11NO3 + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N-Methoxy-N-methyl-α-isocyanoacetamide (353237-65-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1002/ejoc.201300622

Reference yield:

Nα-formyl-N-methoxy-N-methyl-2-aminoacetamide (163625-27-2) → N-Methoxy-N-methyl-α-isocyanoacetamide (353237-65-7)

Guidance literature:

With triethylamine; trichlorophosphate; In tetrahydrofuran; Yield given; 1.) 0 deg C, 2h, 2.) r.t., 4 h;

DOI:10.1021/jo00111a034

Reference yield:

4-benzyloxycrotonaldehyde (69152-87-0) + N-Methoxy-N-methyl-α-isocyanoacetamide (353237-65-7) → trans-(4S,5R)-5-<(E)-3-(Benzyloxy)-1-propenyl>-2-oxazoline-4-(N-methoxy-N-methylcarboxamide) + trans-(4R,5S)-5-<(E)-3-(Benzyloxy)-1-propenyl>-2-oxazoline-4-(N-methoxy-N-methylcarboxamide) + cis-5-<(E)-3-(Benzyloxy)-1-propenyl>-2-oxazoline-4-(N-methoxy-N-methylcarboxamide)

Guidance literature:

bis(cyclohexylisocyanide)gold(I) tetrafluoroborate; (R)-N-methyl-N-<2-(4-morpholino)ethyl>-<1-(S)-1',2-bis(diphenylphosphino)ferrocenyl>ethylamine; In dichloromethane; at 25 ℃; for 48h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00111a034

upstream raw materials:

N^α-formyl-N-methoxy-N-methyl-2-aminoacetamide

N,O-dimethylhydroxylamine*hydrochloride