t-Butyl 3-(4-cyanobenzoyl)-2-methylcarbazate

Base Information

• Chemical Name: t-Butyl 3-(4-cyanobenzoyl)-2-methylcarbazate
• CAS No.: 161948-90-9
• Molecular Formula: C₁₄H₁₇N₃O₃
• Molecular Weight: 275.307
• DSSTox Substance ID: DTXSID001167839
• Mol file: 161948-90-9.mol

Synonyms:t-butyl 3-(4-cyanobenzoyl)-2-methylcarbazate;SCHEMBL7282461;BHSQXEGKPDULFP-UHFFFAOYSA-N;DTXSID001167839;161948-90-9;t-butyl 3-(4-cyanobenzoyl)-2-methyl-carbazate;1,1-Dimethylethyl 2-(4-cyanobenzoyl)-1-methylhydrazinecarboxylate

Chemical Property of t-Butyl 3-(4-cyanobenzoyl)-2-methylcarbazate

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 275.12699141
• Heavy Atom Count: 20
• Complexity: 411

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N(C)NC(=O)C1=CC=C(C=C1)C#N

Technology Process of t-Butyl 3-(4-cyanobenzoyl)-2-methylcarbazate

There total 1 articles about t-Butyl 3-(4-cyanobenzoyl)-2-methylcarbazate 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: 80.0%

1-methyl-1-tert-butoxycarbonylhydrazine (21075-83-2) + 4-cyanobenzoyl chlorIde (6068-72-0) → tert-butyl 2-(4-cyanobenzoyl)-1-methylhydrazinecarboxylate (161948-90-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 0.75h;

DOI:10.1039/d0cc00943a

Reference yield: 85.0%

tert-butyl 2-(4-cyanobenzoyl)-1-methylhydrazinecarboxylate (161948-90-9) → 4-cyano-N'-methylbenzohydrazide (161948-91-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/d0cc00943a

Reference yield:

tert-butyl 2-(4-cyanobenzoyl)-1-methylhydrazinecarboxylate (161948-90-9) → N'-acetyl-4-cyano-N'-methylbenzohydrazide

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 2.75 h / 0 - 20 °C

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1039/d0cc00943a

upstream raw materials:

1-methyl-1-tert-butoxycarbonylhydrazine

4-cyanobenzoyl chlorIde

Downstream raw materials:

4-cyano-N'-methylbenzohydrazide