3(4H)-Quinazolineacetic acid, 2-methyl-4-oxo-, hydrazide

Base Information

• Chemical Name: 3(4H)-Quinazolineacetic acid, 2-methyl-4-oxo-, hydrazide
• CAS No.: 16353-15-4
• Molecular Formula: C11H12 N4 O2
• Molecular Weight: 232.2386
• DSSTox Substance ID: DTXSID20167609
• Wikidata: Q83037016
• Mol file: 16353-15-4.mol

Synonyms:BRN 0887467;16353-15-4;3(4H)-Quinazolineacetic acid, 2-methyl-4-oxo-, hydrazide;2-Methyl-4-oxo-3(4H)-quinazolineacetic acid hydrazide;DTXSID20167609;LS-139986

Chemical Property of 3(4H)-Quinazolineacetic acid, 2-methyl-4-oxo-, hydrazide

Chemical Property:

• Density: 1.42g/cm³
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 232.09602564
• Heavy Atom Count: 17
• Complexity: 367

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2C(=O)N1CC(=O)NN

Technology Process of 3(4H)-Quinazolineacetic acid, 2-methyl-4-oxo-, hydrazide

There total 6 articles about 3(4H)-Quinazolineacetic acid, 2-methyl-4-oxo-, 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: 75.0%

methyl 2-(2-methyl-4-oxoquinazolin-3(4H)-yl)acetate (50844-82-1) → 2-methyl-4-oxoquinazoline-3-acetic acid hydrazide (16353-15-4)

Guidance literature:

With hydrazine hydrate; In methanol; for 3h; Heating;

Reference yield:

(2-Methyl-3,4-dihydro-4-oxoquinazolin-3-yl)acetyl chloride (81183-80-4) → 2-methyl-4-oxoquinazoline-3-acetic acid hydrazide (16353-15-4)

Guidance literature:

With hydrazine hydrate; In ethanol; Heating;

DOI:10.1002/jhet.5570420539

Reference yield:

(2-Methyl-3,4-dihydro-4-oxoquinazolin-3-yl)acetic acid (50844-81-0) → 2-methyl-4-oxoquinazoline-3-acetic acid hydrazide (16353-15-4)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / Heating

2: Heating

3: hydrazine hydrate / ethanol / Heating

With thionyl chloride; hydrazine hydrate; In ethanol;

upstream raw materials:

methyl 2-(2-methyl-4-oxoquinazolin-3(4H)-yl)acetate

ethyl 2-methyl-4-oxo-3,4-dihydroquinazoline-3-acetate

(2-Methyl-3,4-dihydro-4-oxoquinazolin-3-yl)acetyl chloride

(2-Methyl-3,4-dihydro-4-oxoquinazolin-3-yl)acetic acid

Downstream raw materials:

(2-Methyl-4-oxo-4H-quinazolin-3-yl)-acetic acid [1-p-tolyl-meth-(E)-ylidene]-hydrazide

(2-Methyl-4-oxo-4H-quinazolin-3-yl)-acetic acid [1-(3-nitro-phenyl)-meth-(E)-ylidene]-hydrazide

(2-Methyl-4-oxo-4H-quinazolin-3-yl)-acetic acid [1-phenyl-meth-(E)-ylidene]-hydrazide

3-(5-p-tolyl-1,3,4-oxadiazol-2-ylmethyl)-2-methyl-4(3H)-quinazolinone

Refernces

• 1、 Panda,Srinivas,Rao, M.E. Bhanoji,Panda. "Synthesis and antimicrobial activity of some pyrazoline derivatives of 4(3H)-quinazolinones". . p. 770 - 771. Retrieved 2007/10/03.
• 2、 Barthwal,Tandon,Agarwal,Dixit,Parmar. "Relationship between CNS depressant and enzyme inhibitory properties of substituted quinazolone 1,3,4-oxadiazoles.". . p. 613 - 617. Retrieved 2007/10/09.