N-(1,4-Benzodioxan)-2-carbonyl piperazine

Base Information

• Chemical Name: N-(1,4-Benzodioxan)-2-carbonyl piperazine
• CAS No.: 70918-00-2
• Molecular Formula: C13H16N2O3
• Molecular Weight: 248.282
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00991202
• Mol file: 70918-00-2.mol

Synonyms:DTXSID00991202;4-(2,3-Dihydro-1,4-benzodioxine-2-carbonyl)piperazin-1-ium

Chemical Property of N-(1,4-Benzodioxan)-2-carbonyl piperazine

Chemical Property:

• Vapor Pressure: 7.62E-08mmHg at 25°C
• Melting Point: 141 °C
• Boiling Point: 437.2 °C at 760 mmHg
• PKA: 8.32±0.10(Predicted)
• Flash Point: 218.2 °C
• PSA: 50.80000
• Density: 1.246 g/cm³
• LogP: 0.52490
• Solubility.: soluble in Methanol
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 249.12391741
• Heavy Atom Count: 18
• Complexity: 305

Purity/Quality:

99% ^*data from raw suppliers

1-(1,4-Benzodioxan-2-ylcarbonyl)piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,T
• Statements: 23/24/25-48/22-51/53
• Safety Statements: 53-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC[NH2+]1)C(=O)C2COC3=CC=CC=C3O2
• Isomeric SMILES: C1CN(CC[NH2+]1)C(=O)[C@@H]2COC3=CC=CC=C3O2

Technology Process of N-(1,4-Benzodioxan)-2-carbonyl piperazine

There total 13 articles about N-(1,4-Benzodioxan)-2-carbonyl piperazine 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: 96.0%

piperazine (110-85-0) + 1,4-benzodioxane-2-carboxylic acid (3663-80-7,34385-93-8,70918-53-5,70918-54-6) → (2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone (70918-00-2)

Guidance literature:

1,4-benzodioxane-2-carboxylic acid; With N-Bromosuccinimide; triphenylphosphine; In dichloromethane; at 0 - 5 ℃; for 0.25h;

piperazine; With pyridine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1081/SCC-200026630

Reference yield: 96.0%

C18H24N2O5 → (2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone (70918-00-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 1.25h;

Reference yield: 94.0%

piperazine (110-85-0) + ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate (4739-94-0) → (2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone (70918-00-2)

Guidance literature:

at 110 ℃; for 3h;

DOI:10.1021/jo980830j

upstream raw materials:

piperazine

ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate

1,4-benzodioxane-2-carboxylic acid

benzene-1,2-diol

Downstream raw materials:

doxazosin

1-(2,4-difluorophenyl)-1,4-dihydro-7-(4-(2,3-dihydrobenzo[b][1,4]dioxin-2-oyl)piperazin-1-yl)-8-methyl-6-nitro-4-oxoquinoline-3-carboxylic acid

7-(4-(2,3-dihydrobenzo[b][1,4]dioxin-2-ylcarbonyl)piperazin-1-yl)-1-(4-fluorophenyl)-1,4-dihydro-6-nitro-4-oxoquinoline-3-carboxylic acid

5-(4-chlorophenyl)-4-(2,3-dihydrobenzo[b][1,4]dioxin-3-yl)(piperazin-1-yl)methanone-thieno[2,3-d]pyrimidine-6-carbonitrile

Refernces

• 1、 Moulat, Laure,Martinez, Jean,Salom-Roig, Xavier J.. "Efficient monoacylation of symmetrical secondary alkanediamines and synthesis of unsymmetrical diacylated alkanediamines. A new L-proline-based organocatalyst". . p. 336 - 349. Retrieved 2020/02/13.
• 2、 -. "PREPARATION AND UTILITY OF SUBSTITUTED QUINAZOLINE COMPOUNDS WITH ALPHA-ADRENERGIC BLOCKING EFFECTS". Page/Page column 71. . Retrieved 2008/06/13.