1-Piperazinecarboxylic acid, 4-methyl-, (5-nitrofurfurylidene)hydrazide

Base Information

• Chemical Name: 1-Piperazinecarboxylic acid, 4-methyl-, (5-nitrofurfurylidene)hydrazide
• CAS No.: 14052-80-3
• Molecular Formula: C₁₁H₁₅N₅O₄
• Molecular Weight: 281.271
• DSSTox Substance ID: DTXSID40161427
• Mol file: 14052-80-3.mol

Synonyms:1-Piperazinecarboxylic acid, 4-methyl-, (5-nitrofurfurylidene)hydrazide;14052-80-3;BRN 0764378;4-Methyl-1-piperazinecarboxylic acid (5-nitrofurfurylidene)hydrazide;4-methyl-N-[(E)-(5-nitrofuran-2-yl)methylideneamino]piperazine-1-carboxamide;DTXSID40161427;ADWZJHNUKKEYJS-XYOKQWHBSA-N;LS-110948;4-methyl-N-[(E)-(5-nitro-2-furyl)methyleneamino]piperazine-1-carboxamide;1-piperazinecarboxylic acid, 4-methyl-, [(1E)-(5-nitro-2-furanyl)methylene]hydrazide

Chemical Property of 1-Piperazinecarboxylic acid, 4-methyl-, (5-nitrofurfurylidene)hydrazide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 110.39000
• Density: 1.46g/cm³
• LogP: 1.08210
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 281.11240398
• Heavy Atom Count: 20
• Complexity: 389

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN(CC1)C(=O)NN=CC2=CC=C(O2)[N+](=O)[O-]
• Isomeric SMILES: CN1CCN(CC1)C(=O)N/N=C/C2=CC=C(O2)[N+](=O)[O-]

Technology Process of 1-Piperazinecarboxylic acid, 4-methyl-, (5-nitrofurfurylidene)hydrazide

There total 4 articles about 1-Piperazinecarboxylic acid, 4-methyl-, (5-nitrofurfurylidene)hydrazide 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: 60.0%

5-nitrofurane-2-carboxaldehyde (698-63-5) + 4-methyl-piperazine-1-carboxylic acid hydrazide (88701-65-9) → 4-methyl-piperazine-1-carboxylic acid (5-nitro-furan-2-ylmethylene)-hydrazide (14052-80-3)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 10h; Ambient temperature;

DOI:10.1016/S0014-827X(97)00011-6

Reference yield:

1-methyl-piperazine (109-01-3) → 4-methyl-piperazine-1-carboxylic acid (5-nitro-furan-2-ylmethylene)-hydrazide (14052-80-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / Et₃N / CH₂Cl₂ / 0.75 h / Ambient temperature

2: 41 percent / N₂H₄*H₂O / 12 h / 80 - 90 °C

3: 60 percent / p-TsOH / toluene / 10 h / Ambient temperature

With toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; In dichloromethane; toluene;

DOI:10.1016/S0014-827X(97)00011-6

Reference yield:

phenyl (4-methylpiperazin-1-yl)carboxylate (132906-06-0) → 4-methyl-piperazine-1-carboxylic acid (5-nitro-furan-2-ylmethylene)-hydrazide (14052-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / N₂H₄*H₂O / 12 h / 80 - 90 °C

2: 60 percent / p-TsOH / toluene / 10 h / Ambient temperature

With toluene-4-sulfonic acid; hydrazine hydrate; In toluene;

DOI:10.1016/S0014-827X(97)00011-6

upstream raw materials:

5-nitrofurane-2-carboxaldehyde

4-methyl-piperazine-1-carboxylic acid hydrazide

1-methyl-piperazine

phenyl (4-methylpiperazin-1-yl)carboxylate

Refernces