4H-Pyridazino(4,5-b)indol-4-one, 3,5-dihydro-8-methoxy-, (1-methylethylidene)hydrazone

Base Information

• Chemical Name: 4H-Pyridazino(4,5-b)indol-4-one, 3,5-dihydro-8-methoxy-, (1-methylethylidene)hydrazone
• CAS No.: 107891-09-8
• Molecular Formula: C14H15N5O
• Molecular Weight: 269.3018
• DSSTox Substance ID: DTXSID80148318
• ChEMBL ID: CHEMBL8325
• Mol file: 107891-09-8.mol

Synonyms:BRN 6065858;107891-09-8;3,5-Dihydro-8-methoxy-4H-pyridazino(4,5-b)indol-4-one (1-methylethylidene)hydrazone;4H-Pyridazino(4,5-b)indol-4-one, 3,5-dihydro-8-methoxy-, (1-methylethylidene)hydrazone;CHEMBL8325;DTXSID80148318;LS-129712

Chemical Property of 4H-Pyridazino(4,5-b)indol-4-one, 3,5-dihydro-8-methoxy-, (1-methylethylidene)hydrazone

Chemical Property:

• Vapor Pressure: 1.71E-12mmHg at 25°C
• Boiling Point: 558.2°Cat760mmHg
• Flash Point: 291.4°C
• Density: 1.34g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 269.12766012
• Heavy Atom Count: 20
• Complexity: 371

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=NNC1=C2C(=CN=N1)C3=C(N2)C=CC(=C3)OC)C

Technology Process of 4H-Pyridazino(4,5-b)indol-4-one, 3,5-dihydro-8-methoxy-, (1-methylethylidene)hydrazone

There total 5 articles about 4H-Pyridazino(4,5-b)indol-4-one, 3,5-dihydro-8-methoxy-, (1-methylethylidene)hydrazone 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: 90.0%

4-hydrazino-8-methoxy-5H-pyridazino<4,5-b>indole (107688-09-5) + acetone (67-64-1) → N-Isopropylidene-N'-(8-methoxy-5H-pyridazino[4,5-b]indol-4-yl)-hydrazine (107891-09-8)

Guidance literature:

In ethanol; Heating;

DOI:10.1021/jm00389a012

Reference yield:

ethyl 5-methoxy-1H-indole-2-carboxylate (4792-58-9) → N-Isopropylidene-N'-(8-methoxy-5H-pyridazino[4,5-b]indol-4-yl)-hydrazine (107891-09-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / POCl₃

2: 75 percent / 90percent hydrazine hydrate / 3 h / Heating

3: 80 percent / phosphorus pentasulfide, pyridine / 4 h / Heating

4: 75 percent / 90percent hydrazine hydrate / 5 h / Heating

5: 90 percent / ethanol / Heating

With pyridine; diphosphorus pentasulfide; hydrazine hydrate; trichlorophosphate; In ethanol;

DOI:10.1021/jm00389a012

Reference yield:

3-formyl-5-methoxy-indole-2-carboxylic acid ethyl ester (36820-78-7) → N-Isopropylidene-N'-(8-methoxy-5H-pyridazino[4,5-b]indol-4-yl)-hydrazine (107891-09-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / 90percent hydrazine hydrate / 3 h / Heating

2: 80 percent / phosphorus pentasulfide, pyridine / 4 h / Heating

3: 75 percent / 90percent hydrazine hydrate / 5 h / Heating

4: 90 percent / ethanol / Heating

With pyridine; diphosphorus pentasulfide; hydrazine hydrate; In ethanol;

DOI:10.1021/jm00389a012

upstream raw materials:

4-hydrazino-8-methoxy-5H-pyridazino<4,5-b>indole

acetone

ethyl 5-methoxy-1H-indole-2-carboxylate

3-formyl-5-methoxy-indole-2-carboxylic acid ethyl ester

Refernces