7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole

Base Information

• Chemical Name: 7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole
• CAS No.: 18378-20-6
• Molecular Formula: C13H10N4O3
• Molecular Weight: 270.247
• Hs Code.: 29349990
• European Community (EC) Number: 242-261-5
• NSC Number: 240867
• UNII: MKU6C7CU72
• DSSTox Substance ID: DTXSID90171475
• Nikkaji Number: J266.146B
• Wikidata: Q27123365
• Metabolomics Workbench ID: 58215
• ChEMBL ID: CHEMBL1365380
• Mol file: 18378-20-6.mol

Synonyms:18378-20-6;7-benzylamino-4-nitrobenz-2-oxa-1,3-diazole;N-Benzyl-7-nitrobenzo[c][1,2,5]oxadiazol-4-amine;BBD;7-Nitro-N-(benzyl)benzofurazan-4-amine;N-benzyl-4-nitro-2,1,3-benzoxadiazol-7-amine;N-benzyl-7-nitro-2,1,3-benzoxadiazol-4-amine;2,1,3-benzoxadiazol-4-amine, 7-nitro-n-(phenylmethyl)-;4-Benzylamino-7-nitrobenzofurazan;NSC240867;MKU6C7CU72;MLS000723899;CHEBI:52305;EINECS 242-261-5;NSC-240867;7-nitro-N-(phenylmethyl)-2,1,3-benzoxadiazol-4-amine;SMR000305494;SR-01000459748;Benzylamino-NBD;UNII-MKU6C7CU72;Oprea1_072887;SCHEMBL443977;CHEMBL1365380;DTXSID90171475;HMS2633I21;HMS3365J08;MFCD00038006;STK367068;7-Nitro-N-benzyl-4-benzofurazanamine;4-(Benzylamino)-7-nitro benzofurazan;AKOS001643932;AKOS040744031;DS-1377;NSC 240867;4-Benzylamine-7-nitrobenzofurazan, 98%;NCGC00245853-01;AC-24653;HY-15907;4-Benzylamino-7-nitrobenzofurazan, >=99%;AM20060533;FT-0654678;4-Benzofurazanamine, 7-nitro-N-(phenylmethyl)-;BBD, 7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole;SR-01000459748-1;SR-01000459748-3;SR-01000459748-4;W-107793;Q27123365

Chemical Property of 7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole

Chemical Property:

• Appearance/Colour: Brown fine powder
• Vapor Pressure: 6.2E-09mmHg at 25°C
• Melting Point: 206-209 °C
• Refractive Index: 1.723
• Boiling Point: 468 °C at 760 mmHg
• PKA: -3.78±0.45(Predicted)
• Flash Point: 236.9 °C
• PSA: 96.77000
• Density: 1.462 g/cm³
• LogP: 3.33930
• Storage Temp.: Store at 2-8
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 270.07529019
• Heavy Atom Count: 20
• Complexity: 343

Purity/Quality:

98%, ^*data from raw suppliers

7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC2=CC=C(C3=NON=C23)[N+](=O)[O-]

Technology Process of 7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole

There total 8 articles about 7-Benzylamino-4-nitrobenz-2-oxa-1,3-diazole 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: 64.0%

NBD chloride (10199-89-0) + benzylamine (100-46-9) → N-benzyl-7-nitrobenzo[c][1,2,5]oxadiazol-4-amine (18378-20-6)

Guidance literature:

With tertiary amine; In acetonitrile; for 16h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmcl.2012.10.013

Reference yield: 64.0%

→ N-benzyl-7-nitrobenzo[c][1,2,5]oxadiazol-4-amine (18378-20-6)

Guidance literature:

With triethylamine; In acetonitrile; for 16h; Reflux; Inert atmosphere;

Reference yield:

5-chlorobenzofurazan-1-oxide (17348-69-5) → N-benzyl-7-nitrobenzo[c][1,2,5]oxadiazol-4-amine (18378-20-6)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) NH₂OH*HCl, EtOH, H₂O, (ii) KOH

2: HNO₃, H₂SO₄

3: ethanol

With sulfuric acid; nitric acid; In ethanol;

DOI:10.1021/jm00308a027

upstream raw materials:

5-chloro-4-nitrobenzo[c]-[1,2,5]oxadiazole

benzylamine

NBD chloride

5-chlorobenzofurazan-1-oxide

Refernces

• 1、 Yap, Jeremy L.,Wang, Huabo,Hu, Angela,Chauhan, Jay,Jung, Kwan-Young,Gharavi, Robert B.,Prochownik, Edward V.,Fletcher, Steven. "Pharmacophore identification of c-Myc inhibitor 10074-G5". supporting information. p. 370 - 374. Retrieved 2013/02/23.