2(1H)-Quinazolinone, 6-chloro-1-methyl-4-phenyl-

Base Information

• Chemical Name: 2(1H)-Quinazolinone, 6-chloro-1-methyl-4-phenyl-
• CAS No.: 20927-53-1
• Molecular Formula: C15H11ClN2O
• Molecular Weight: 270.718
• UNII: NKP63GON0W
• DSSTox Substance ID: DTXSID00175085
• Nikkaji Number: J1.328.087H
• Wikidata: Q83045332
• Mol file: 20927-53-1.mol

Synonyms:20927-53-1;Diazepam Impurity E;2(1H)-Quinazolinone, 6-chloro-1-methyl-4-phenyl-;6-chloro-1-methyl-4-phenylquinazolin-2-one;6-chloro-1-methyl-4-phenylquinazolin-2(1H)-one;NKP63GON0W;BRN 0887361;6-Chloro-1-methyl-4-phenyl-2(1H)-quinazolinone;1-Methyl-4-phenyl-6-chloro-2-quinazolinone;starbld0008397;Diazepam EP Impurity E;UNII-NKP63GON0W;F1474-0004;SCHEMBL6872385;DTXSID00175085;STL253122;AKOS002664265;DIAZEPAM IMPURITY E [EP IMPURITY];LS-140502;6-chloro-n1-methyl-4-phenylquinazoline-2-one;1-Methyl-4-phenyl-6-chloroquinazoline-2(1H)-one;5-24-04-00248 (Beilstein Handbook Reference);6-chloro-1-methyl-4-phenyl-2-(1H)-quinazolinone;6-Chloro-1-methyl-4-phenyl-2(1H)-quinazolinone #;1-METHYL-4-PHENYL-6-CHLORO-2(1H)-QUINAZOLINONE;6-CHLORO-1-METHYL-4-PHENYL-2(1H)-QUINAZOLONE;6-CHLORO-4-PHENYL-1-METHYL-2(1H)-QUINAZOLINONE;6-Chloro-1,2-dihydro-1-methyl-2-oxo-4-phenylquinazoline;6-CHLORO-1-METHYL-4-PHENYLQUINAZOLIN-2(1H)-ONE,;B0740-470062

Chemical Property of 2(1H)-Quinazolinone, 6-chloro-1-methyl-4-phenyl-

Chemical Property:

• Vapor Pressure: 1.29E-07mmHg at 25°C
• Melting Point: 226-227 °C(Solv: chloroform (67-66-3); ethanol (64-17-5))
• Boiling Point: 430.5°Cat760mmHg
• PKA: -0.38±0.20(Predicted)
• Flash Point: 214.2°C
• PSA: 34.89000
• Density: 1.29g/cm³
• LogP: 3.25390
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 270.0559907
• Heavy Atom Count: 19
• Complexity: 390

Purity/Quality:

99% ^*data from raw suppliers

6-Chloro-1-methyl-4-phenyl-2(1H)-quinazolinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=C(C=C2)Cl)C(=NC1=O)C3=CC=CC=C3
• Uses: 6-Chloro-1-methyl-4-phenyl-2(1H)-quinazolinone (Diazepam EP Impurity E) is an impurity of Temazepam (T017200), which is a pharmacologically active metabolite. It is used as a sedative and hypnotic drug.

Technology Process of 2(1H)-Quinazolinone, 6-chloro-1-methyl-4-phenyl-

There total 11 articles about 2(1H)-Quinazolinone, 6-chloro-1-methyl-4-phenyl- 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: 88.0%

urea (57-13-6) + 5-chloro-2-(methylamino)benzophenone (1022-13-5) → 6-chloro-1-methyl-4-phenyl-2(1H)-quinazolinone (20927-53-1)

Guidance literature:

With acetic acid; at 140 ℃; for 0.5h; Microwave irradiation; Sealed tube;

DOI:10.3390/molecules25061467

Reference yield: 81.0%

5-chloro-2-(methylamino)benzophenone (1022-13-5) → 6-chloro-1-methyl-4-phenyl-1H-benzo[1,2,6]thiadiazine 2,2-dioxide (34659-75-1) + 6-chloro-1-methyl-4-phenyl-2(1H)-quinazolinone (20927-53-1)

Guidance literature:

With isocyanate de chlorosulfonyle; In benzene;

Reference yield: 33.0%

(2-methylamino-5-chlorophenyl)-phenyl-methane-imine (5606-40-6) + trifluoroacetyl chloride (76-02-8) → 5-chloro-2-(N-methyl-trichloroacetamido)benzophenone (26313-37-1) + 6-chloro-3,4-dihydro-1-methyl-4-phenyl-4-trichloromethyl-2(1H)-quinazolinone (80170-86-1) + 6-chloro-1-methyl-4-phenyl-2(1H)-quinazolinone (20927-53-1)

Guidance literature:

With triethylamine; In benzene; for 2h; Ambient temperature;

DOI:10.1248/cpb.29.2135

upstream raw materials:

6-chloro-1,2-dihydro-1-methyl-4-phenylquinazoline-2-carboxylic acid

7-chlor-1-methyl-2-chloromethyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin

(2-methylamino-5-chlorophenyl)-phenyl-methane-imine

trifluoroacetyl chloride

Refernces

• 1、 Teixeira, Rafaela,Menengat, Talita,Andrade, Gabriel,Cotrim, Bruno,Ponte, Cristiano,Santos, Wilson C.,Resende, Gabriel. "Microwave assisted synthesis of 4-phenylquinazolin-2(1H)-one derivatives that inhibit vasopressor tonus in rat thoracic aorta". . . Retrieved 2020/04/09.
• 2、 Hoefnagel,Van Koningsveld,Van Meurs,Peters,Sinnema,Van Bekkum. "Reactions of hydroxyglycines. New synthetic routes to 4-phenylquinazoline derivatives". . p. 6899 - 6912. Retrieved 2007/10/02.