2H-1,2,4-Benzothiadiazin-3(4H)-one, 4-phenyl-, hydrazone, 1,1-dioxide

Base Information

• Chemical Name: 2H-1,2,4-Benzothiadiazin-3(4H)-one, 4-phenyl-, hydrazone, 1,1-dioxide
• CAS No.: 107089-81-6
• Molecular Formula: C13H12 N4 O2 S
• Molecular Weight: 288.33
• DSSTox Substance ID: DTXSID60147900
• Wikidata: Q83013322

Synonyms:BRN 5589371;2H-1,2,4-Benzothiadiazin-3(4H)-one, 4-phenyl-, hydrazone, 1,1-dioxide;4-Phenyl-2H-1,2,4-benzothiadiazin-3(4H)-one hydrazone 1,1-dioxide;107089-81-6;DTXSID60147900;LS-40460

Chemical Property of 2H-1,2,4-Benzothiadiazin-3(4H)-one, 4-phenyl-, hydrazone, 1,1-dioxide

Chemical Property:

• Vapor Pressure: 2.19E-10mmHg at 25°C
• Boiling Point: 506.6°C at 760 mmHg
• Flash Point: 260.2°C
• Density: 1.48g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 288.06809681
• Heavy Atom Count: 20
• Complexity: 479

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C3=CC=CC=C3S(=O)(=O)N=C2NN

Technology Process of 2H-1,2,4-Benzothiadiazin-3(4H)-one, 4-phenyl-, hydrazone, 1,1-dioxide

There total 4 articles about 2H-1,2,4-Benzothiadiazin-3(4H)-one, 4-phenyl-, hydrazone, 1,1-dioxide 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: 85.0%

3-chloro-4-phenyl 4H-1,2,4-benzothiadiazine 1,1-dioxide (107089-78-1) → 3-hydrazino-4-phenyl-4H-1,2,4-benzothiadiazine 1,1-dioxide (107089-81-6)

Guidance literature:

With hydrazine hydrate; In chloroform; for 0.5h; Ambient temperature;

Reference yield:

4-phenyl-3,4-dihydro-2H-1,2,4-benzothiadiazin-3-on-1,1-dioxide (71254-68-7) → 3-hydrazino-4-phenyl-4H-1,2,4-benzothiadiazine 1,1-dioxide (107089-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: PCl₅ / 0.5 h / 190 °C

2: hydrazine hydrate / CHCl₃ / 10 °C

With phosphorus pentachloride; hydrazine hydrate; In chloroform;

DOI:10.1016/j.bmc.2005.08.063

Reference yield:

Ph2NC(O)NHSO2Cl (1007126-34-2) → 3-hydrazino-4-phenyl-4H-1,2,4-benzothiadiazine 1,1-dioxide (107089-81-6)

Guidance literature:

Multi-step reaction with 3 steps

1: aluminium chloride / 0.5 h / 120 °C

2: PCl₅ / 0.5 h / 190 °C

3: hydrazine hydrate / CHCl₃ / 10 °C

With aluminium trichloride; phosphorus pentachloride; hydrazine hydrate; In chloroform;

DOI:10.1016/j.bmc.2005.08.063

upstream raw materials:

3-chloro-4-phenyl 4H-1,2,4-benzothiadiazine 1,1-dioxide

Ph₂NC(O)NHSO₂Cl

diphenylamine

4-phenyl-3,4-dihydro-2H-1,2,4-benzothiadiazin-3-on-1,1-dioxide

Downstream raw materials:

2-(1,1-Dioxo-4-phenyl-1,4-dihydro-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-5-methyl-2,4-dihydro-pyrazol-3-one

2-(4-aminophenyl)-10-phenyl-5,10-dihydro-5λ⁶-benzo[e][1,2,4]triazolo-[1,5][1,2,4]thiadiazine-5,5-dione

10-phenyl-2-(4-piperidyl)-5,10-dihydro-5λ⁶-benzo[e][1,2,4]triazolo-[1,5-b][1,2,4]thiadiazine-5,5-dione

10-phenyl-3-sulfanyl-5,10-dihydro-5λ⁶-benzo[e][1,2,4]triazolo[4,3-b][1,2,4]thiadiazine-5,5-dione

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