5-Nitrobenzo[c][1,2,5]thiadiazol-4-amine

Base Information

• Chemical Name: 5-Nitrobenzo[c][1,2,5]thiadiazol-4-amine
• CAS No.: 1915-85-1
• Molecular Formula: C₆H₄N₄O₂S
• Molecular Weight: 196.189
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40378270
• Wikidata: Q72439984
• Mol file: 1915-85-1.mol

Synonyms:5-Nitrobenzo[c][1,2,5]thiadiazol-4-amine;1915-85-1;5-nitro-2,1,3-benzothiadiazol-4-amine;2,1,3-Benzothiadiazol-4-amine, 5-nitro-;Oprea1_754696;DTXSID40378270;BAA91585;AKOS000291517;4-amino-5-nitro-2,1,3-benzothiadiazole;AG-690/36007047

Chemical Property of 5-Nitrobenzo[c][1,2,5]thiadiazol-4-amine

Chemical Property:

• Melting Point: 242-244℃
• PSA: 125.86000
• Density: 1.727
• LogP: 2.28610
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 196.00549656
• Heavy Atom Count: 13
• Complexity: 221

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Nitrobenzo[c][1,2,5]thiadiazol-4-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=NSN=C2C(=C1[N+](=O)[O-])N

Technology Process of 5-Nitrobenzo[c][1,2,5]thiadiazol-4-amine

There total 3 articles about 5-Nitrobenzo[c][1,2,5]thiadiazol-4-amine 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: 92.0%

5-nitro-2,1,3-benzothiadiazole (16252-88-3) → 4-Amino-5-nitrobenzo<1.2.5>thiadiazol (1915-85-1)

Guidance literature:

With hydroxylamine;

DOI:10.1002/jhet.5570410616

Reference yield:

4-Nitrophenylene-1,2-diamine (99-56-9) → 4-Amino-5-nitrobenzo<1.2.5>thiadiazol (1915-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / SOCl₂ / toluene

2: NH₂OH*HCl, KOH / ethanol

With potassium hydroxide; thionyl chloride; hydroxylamine hydrochloride; In ethanol; toluene;

Reference yield:

→ 4-Amino-5-nitrobenzo<1.2.5>thiadiazol (1915-85-1)

Guidance literature:

5-Nitro-2,1,3-benzthiodiazol, ca. 6 Mol Hydroxylamin-hydrochlorid, A. langs. Zugabe von 15.6 Mol KOH in A. bei 0-2gradC;

upstream raw materials:

5-nitro-2,1,3-benzothiadiazole

4-Nitrophenylene-1,2-diamine

Downstream raw materials:

benzo[1,2-c:3,4-c']bis(1,2,5)thiadiazole

7,8-diphenyl-[1,2,5]thiadiazolo[3,4-f]quinoxaline

4-Nitrobenzo<1.2-c:3,4-c'>bis<1.2.5>thiadiazol

benzo[1,2,5]thiadiazole-4,5-diamine

Refernces

• 1、 Cillo, Catherine M.,Lash, Timothy D.. "Benzo[1,2-c:3,4-c′]bis[1,2,5]selenadiazole, [1,2,5]selenadiazolo-[3, 4-e]-2,1,3-benzothiadiazole, furazanobenzo-2,1,3-thiadiazole, furazanobenzo-2,1,3-selenadiazole and related heterocyclic systems". . p. 955 - 962. Retrieved 2007/10/03.
• 2、 Gieren, Alfred,Betz, Helmut,Huebner, Thomas,Lamm, Viktor,Neidlein, Richard,Droste, Dao. "The Crystal Structures of the Benzobisthiadiazole and of the Semihomologous Selenadiazolo-2,1,3-benzothiadiazole". . p. 485 - 496. Retrieved 2007/10/02.