cis-2-Acetyl-3-phenyl-5-tosyl-3,3a,4,5-tetrahydropyrazolo(4,3-c)quinoline

Base Information

• Chemical Name: cis-2-Acetyl-3-phenyl-5-tosyl-3,3a,4,5-tetrahydropyrazolo(4,3-c)quinoline
• CAS No.: 76298-68-5
• Molecular Formula: C25H23 N3 O3 S
• Molecular Weight: 445.57
• DSSTox Substance ID: DTXSID60227170
• Wikidata: Q76155772
• Mol file: 76298-68-5.mol

Synonyms:BRN 4605228;76298-68-5;cis-2-Acetyl-3-phenyl-5-tosyl-3,3a,4,5-tetrahydropyrazolo(4,3-c)quinoline;2H-Pyrazolo(4,3-c)quinoline, 3,3a,4,5-tetrahydro-2-acetyl-5-((4-methylphenyl)sulfonyl)-3-phenyl-, cis-;C25H23N3O3S;DTXSID60227170;LS-129347

Chemical Property of cis-2-Acetyl-3-phenyl-5-tosyl-3,3a,4,5-tetrahydropyrazolo(4,3-c)quinoline

Chemical Property:

• Vapor Pressure: 2.45E-15mmHg at 25°C
• Refractive Index: 1.6740 (estimate)
• Boiling Point: 620.8°C at 760 mmHg
• Flash Point: 329.3°C
• PSA: 78.43000
• Density: 1.33g/cm³
• LogP: 4.64690
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 445.14601278
• Heavy Atom Count: 32
• Complexity: 837

Purity/Quality:

99% ^*data from raw suppliers

CIS-3,3A,4,5-TETRAHYDRO-2-ACETYL-5-((4-METHYLPHENYL)SULFONYL)-3-PHENYL-2H-PYRAZOLO-(4,3-C)QUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2CC3C(N(N=C3C4=CC=CC=C42)C(=O)C)C5=CC=CC=C5
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C[C@@H]3[C@H](N(N=C3C4=CC=CC=C42)C(=O)C)C5=CC=CC=C5

Technology Process of cis-2-Acetyl-3-phenyl-5-tosyl-3,3a,4,5-tetrahydropyrazolo(4,3-c)quinoline

There total 7 articles about cis-2-Acetyl-3-phenyl-5-tosyl-3,3a,4,5-tetrahydropyrazolo(4,3-c)quinoline 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: 91.0%

(E)-3-[1-(phenyl)-methylidene]-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-quinolin-4-one (76263-65-5) → 2-acetyl-3-phenyl-5-tosyl-3,3a,4,5-tetrahydropyrazolo<4,3-c>quinoline (76298-68-5)

Guidance literature:

With hydrazine hydrate; In acetic acid; for 8h; Heating;

Reference yield:

ethyl 3-phenylaminopropionate (62750-11-2) → 2-acetyl-3-phenyl-5-tosyl-3,3a,4,5-tetrahydropyrazolo<4,3-c>quinoline (76298-68-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / pyridine / 1) cooling, 15 min, 2) reflux, 30 min

2: 92 percent / 10 percent KOH / methanol; H₂O / 4 h / Ambient temperature

3: PCl₅

4: 86 percent / AlCl₃ / or SnCl₄

5: 94 percent / NaOCH₃ / methanol / 4 h / Ambient temperature

6: 91 percent / NH₂NH₂*H₂O / acetic acid / 8 h / Heating

With pyridine; potassium hydroxide; aluminium trichloride; phosphorus pentachloride; sodium methylate; hydrazine hydrate; In methanol; water; acetic acid;

Reference yield:

1-tosyl-2,3-dihydroquinolin-4(1H)-one (14278-37-6) → 2-acetyl-3-phenyl-5-tosyl-3,3a,4,5-tetrahydropyrazolo<4,3-c>quinoline (76298-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / NaOCH₃ / methanol / 4 h / Ambient temperature

2: 91 percent / NH₂NH₂*H₂O / acetic acid / 8 h / Heating

With sodium methylate; hydrazine hydrate; In methanol; acetic acid;

upstream raw materials:

(E)-3-[1-(phenyl)-methylidene]-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-quinolin-4-one

ethyl 3-phenylaminopropionate

1-tosyl-2,3-dihydroquinolin-4(1H)-one

N-((4-methylphenyl)sulfonyl)-N-phenyl-beta-alanine

Refernces