4-Chloro-7-nitroquinazoline

Base Information

• Chemical Name: 4-Chloro-7-nitroquinazoline
• CAS No.: 19815-17-9
• Molecular Formula: C8H4ClN3O2
• Molecular Weight: 209.592
• Hs Code.: 2933990090
• European Community (EC) Number: 664-132-6
• DSSTox Substance ID: DTXSID60356732
• Wikidata: Q72456134
• Mol file: 19815-17-9.mol

Synonyms:4-chloro-7-nitroquinazoline;19815-17-9;Quinazoline, 4-chloro-7-nitro-;MFCD00033667;Quinazoline,4-chloro-7-nitro-;4-chloro-7-nitro-quinazoline;SCHEMBL1438134;DTXSID60356732;CCCGYXZEVXWXAU-UHFFFAOYSA-N;AKOS000280198;AB01539;CS-W002160;DS-1586;SY022080;AM20030283;FT-0651127;EN300-51532;A26735;AKOS 91177;AF-956/37360001;W-201737;Z727588866

Chemical Property of 4-Chloro-7-nitroquinazoline

Chemical Property:

• Melting Point: 146-147℃
• Boiling Point: 379.959 °C at 760 mmHg
• PKA: -0.33±0.70(Predicted)
• Flash Point: 183.593 °C
• PSA: 71.60000
• Density: 1.567 g/cm³
• LogP: 2.71460
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 208.9992041
• Heavy Atom Count: 14
• Complexity: 233

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-7-nitroquinazoline >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])N=CN=C2Cl

Technology Process of 4-Chloro-7-nitroquinazoline

There total 6 articles about 4-Chloro-7-nitroquinazoline 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: 96.0%

7-nitroquinazolin-4(3H)-one (20872-93-9) → 4-chloro-7-nitroquinazoline (19815-17-9)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; for 8h; Inert atmosphere; Reflux;

DOI:10.1021/jacs.6b05483

Reference yield: 70.0%

4-hydroxy-7-nitroquinazoline (20872-93-9) → 4-chloro-7-nitroquinazoline (19815-17-9)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; for 48h; Reflux;

Reference yield:

4-Nitroanthranilic acid (619-17-0) → 4-chloro-7-nitroquinazoline (19815-17-9)

Guidance literature:

Multi-step reaction with 3 steps

1: HOBt; EDC*HCl; ammonia / dimethylformamide; H₂O / 20 °C

2: 12 N HCl / 20 °C

3: SOCl₂ / dimethylformamide / Heating

With hydrogenchloride; thionyl chloride; ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(02)00440-6

upstream raw materials:

7-nitroquinazolin-4(3H)-one

2-amino-4-nitrobenzamide

4-Nitroanthranilic acid

7-nitroquinazolin-4-amine

Downstream raw materials:

7-nitro-4-phenoxy-quinazoline

7-aminoquinazoline

7-nitroquinazolin-4(3H)-one

2-(methylamino)-4-nitro-benzoic acid

Refernces

• 1、 -. "COMPOUNDS AND METHODS FOR INHIBITING VACUOLAR ATPASE". Paragraph 0045. . Retrieved 2017/07/14.
• 2、 -. "Quinazoline derivatives and their use". Paragraph 0228; 0246; 0247. . Retrieved 2016/10/08.