2,4-Dihydroxy-6-nitroquinazoline

Base Information

• Chemical Name: 2,4-Dihydroxy-6-nitroquinazoline
• CAS No.: 32618-85-2
• Molecular Formula: C8H5 N3 O4
• Molecular Weight: 207.145
• DSSTox Substance ID: DTXSID20355721
• Nikkaji Number: J856.753K
• Wikidata: Q72466834
• ChEMBL ID: CHEMBL3914224
• Mol file: 32618-85-2.mol

Synonyms:32618-85-2;2,4-Dihydroxy-6-nitroquinazoline;6-nitroquinazoline-2,4-diol;6-Nitro-1H-quinazoline-2,4-dione;6-nitroquinazoline-2,4(1H,3H)-dione;2,4(1H,3H)-Quinazolinedione, 6-nitro-;CHEMBL3914224;MFCD07437915;6-Nitrobenzoyleneurea;SCHEMBL3025195;TWJZVXRMXVNSIE-UHFFFAOYSA-;DTXSID20355721;BCP21039;CS-D0571;BDBM50207545;STL432929;STL507399;AKOS000266271;AKOS016012995;AB05985;AC-5759;DS-5071;6-nitroquinazoline-2,4 (1H,3H)-dione;AM806717;BP-20257;SY046074;FT-0621266;6-NITRO-2,4(1H,3H)-QUINAZOLINEDIONE;A18638;F14747;I12004;SR-01000323049;SR-01000323049-1;6-Nitroquinazoline-2,4-diol

Chemical Property of 2,4-Dihydroxy-6-nitroquinazoline

Chemical Property:

• Melting Point: 330-331 °C (decomp)(Solv: acetic acid, 50% (64-19-7))
• Refractive Index: 1.628
• Boiling Point: °Cat760mmHg
• PKA: 9.28±0.20(Predicted)
• Flash Point: °C
• PSA: 111.54000
• Density: 1.555g/cm³
• LogP: 0.64780
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 207.02800565
• Heavy Atom Count: 15
• Complexity: 324

Purity/Quality:

98%min ^*data from raw suppliers

2,4-Dihydroxy-6-nitroquinazoline ^*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-])C(=O)NC(=O)N2

Technology Process of 2,4-Dihydroxy-6-nitroquinazoline

There total 17 articles about 2,4-Dihydroxy-6-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: 100.0%

urea (57-13-6) + 2-amino-5-nitro-benzoic acid (616-79-5) → 6-Nitro-1H-quinazoline-2,4-dione (32618-85-2)

Guidance literature:

In water; at 200 ℃; for 2h; Inert atmosphere;

Reference yield: 96.0%

5-nitroanthranilonitrile (17420-30-3) + carbon dioxide (124-38-9,18923-20-1) → 6-Nitro-1H-quinazoline-2,4-dione (32618-85-2)

Guidance literature:

With KCC-1/IL NPs; at 70 ℃; for 1h; under 6000.6 Torr; Autoclave;

DOI:10.1016/j.catcom.2015.09.016

Reference yield: 85.5%

5-nitroanthranilonitrile (17420-30-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-nitroquinazolone (6943-17-5) + 6-Nitro-1H-quinazoline-2,4-dione (32618-85-2)

Guidance literature:

With carbon dioxide; In water; at 150 ℃; for 5h; under 37503.8 Torr;

DOI:10.1021/acs.oprd.6b00244

upstream raw materials:

1,2,3,4-tetrahydro-quinazoline-2,4-dione

5-nitroanthranilonitrile

carbon dioxide

6-nitro-2-thioxo-2,3-dihydroquinazolin-4(1H)-one

Downstream raw materials:

1-(3,5-di-O-p-toluoyl-2-deoxy-α,β-D-erythro-pentofuranosyl)-6-nitro-quinazoline-2,4(3H)-dione

2-chloro-4-trans-cinnamylamino-6-nitroquinazoline

Refernces

• 1、 Berndt, Andreas,Gruner, Margit,Schmidt, Arndt W.,Kn?lker, Hans-Joachim. "Transition metals in organic synthesis, part 111: 1 first total synthesis and structural revision of antipathine A". . p. 2102 - 2106. Retrieved 2013.
• 2、 -. "DIACYLGLYCEROL KINASE MODULATING COMPOUNDS". Page/Page column 1301. . Retrieved 2021/07/02.
• 3、 Sadeghzadeh, Seyed Mohsen,Zhiani, Rahele,Moradi, Marjan. "CO2 transformation under mild conditions using tripolyphosphate-grafted KCC-1-NH2". . p. 535 - 544. Retrieved 2018/04/26.