8-Bromo-4-chloro-2-methylquinazoline

Base Information

• Chemical Name: 8-Bromo-4-chloro-2-methylquinazoline
• CAS No.: 221298-75-5
• Molecular Formula: C₉H₆BrClN₂
• Molecular Weight: 257.517
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50592748
• Wikidata: Q82487022
• Mol file: 221298-75-5.mol

Synonyms:8-BROMO-4-CHLORO-2-METHYLQUINAZOLINE;221298-75-5;8-bromo-4-chloro-2-methyl-quinazoline;SCHEMBL6026073;DTXSID50592748;HHPRCFVJSYYWEM-UHFFFAOYSA-N;2-methyl-4-chloro-8-bromo-quinazoline

Chemical Property of 8-Bromo-4-chloro-2-methylquinazoline

Chemical Property:

• PSA: 25.78000
• LogP: 3.35410
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 255.94029
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

98% ^*data from raw suppliers

8-Bromo-4-chloro-2-methylquinazoline 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(C=CC=C2Br)C(=N1)Cl

Technology Process of 8-Bromo-4-chloro-2-methylquinazoline

There total 7 articles about 8-Bromo-4-chloro-2-methylquinazoline 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: 93.0%

2-methyl-4-hydroxy-8-bromo-quinazoline → 2-methyl-4-chloro-8-bromo-quinazoline (221298-75-5)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; In toluene; at 80 ℃;

DOI:10.1016/j.bmcl.2010.12.026

Reference yield:

7-bromoisatin (20780-74-9) → 2-methyl-4-chloro-8-bromo-quinazoline (221298-75-5)

Guidance literature:

Multi-step reaction with 5 steps

1: dihydrogen peroxide / methanol / 20 °C

2: lithium hydroxide / tetrahydrofuran / 20 °C

3: 120 °C

4: ammonium acetate / 140 °C

5: N,N-dimethyl-aniline; trichlorophosphate / toluene / 80 °C

With ammonium acetate; dihydrogen peroxide; N,N-dimethyl-aniline; lithium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; toluene;

DOI:10.1016/j.bmcl.2010.12.026

Reference yield:

2-amino-3-bromo benzoic acid (20776-51-6) → 2-methyl-4-chloro-8-bromo-quinazoline (221298-75-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 120 °C

2: ammonium acetate / 140 °C

3: N,N-dimethyl-aniline; trichlorophosphate / toluene / 80 °C

With ammonium acetate; N,N-dimethyl-aniline; trichlorophosphate; In toluene;

DOI:10.1016/j.bmcl.2010.12.026

upstream raw materials:

7-bromoisatin

2-amino-3-bromo benzoic acid

methyl 2-amino-3-bromobenzoate

8-bromo-2-methyl-4H-benzo[d][1,3]oxazin-4-one

Downstream raw materials:

C₁₀H₉N₃O₂

Refernces

• 1、 -. "Quinoline and quinazoline derivatives having corticotropin releasing factor (CRF) antagonist activity". Page column 10. . Retrieved 2010/02/05.