4-(Hydroxy(oxido)amino)-5-methyl-2,1,3-benzothiadiazole

Base Information

• Chemical Name: 4-(Hydroxy(oxido)amino)-5-methyl-2,1,3-benzothiadiazole
• CAS No.: 3152-87-2
• Molecular Formula: C₇H₅N₃O₂S
• Molecular Weight: 195.202
• Hs Code.: 2934999090
• NSC Number: 202573
• UNII: J2L27VW6DP
• DSSTox Substance ID: DTXSID30185415
• Nikkaji Number: J444.406J
• Wikidata: Q83056440
• Mol file: 3152-87-2.mol

Synonyms:5-methyl-4-nitro-2,1,3-benzothiadiazole;3152-87-2;4-(Hydroxy(oxido)amino)-5-methyl-2,1,3-benzothiadiazole;NSC202573;J2L27VW6DP;5-methyl-4-nitrobenzo[c][1,2,5]thiadiazole;NSC-202573;NSC 202573;UNII-J2L27VW6DP;SCHEMBL5707397;DTXSID30185415;STK743027;AKOS003197192;2,1,3-Benzothiadiazole, 5-methyl-4-nitro-

Chemical Property of 4-(Hydroxy(oxido)amino)-5-methyl-2,1,3-benzothiadiazole

Chemical Property:

• Vapor Pressure: 0.00061mmHg at 25°C
• Melting Point: 154.5-156.0 °C
• Boiling Point: 320°Cat760mmHg
• PKA: -1.86±0.48(Predicted)
• Flash Point: 147.4°C
• PSA: 99.84000
• Density: 1.529g/cm³
• LogP: 2.43110
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 195.01024758
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

5-METHYL-4-NITRO-2,1,3-BENZOTHIADIAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=NSN=C2C=C1)[N+](=O)[O-]

Technology Process of 4-(Hydroxy(oxido)amino)-5-methyl-2,1,3-benzothiadiazole

There total 5 articles about 4-(Hydroxy(oxido)amino)-5-methyl-2,1,3-benzothiadiazole 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: 61.0%

3-nitro-4-methyl-1,2-phenylenediamine (147021-86-1) → 4-nitro-5-methylbenzo-2,1,3-thiadiazole (3152-87-2)

Guidance literature:

With thionyl chloride; In triethylamine; for 3h; Heating / reflux;

Reference yield:

5-methylbenzo[c][1,2,5]thiadiazole (1457-93-8) → 4-nitro-5-methylbenzo-2,1,3-thiadiazole (3152-87-2)

Guidance literature:

With sodium nitrate; sulfuric acid; at 95 - 100 ℃;

DOI:10.1007/BF00468340

Reference yield:

6-chloro-3-methyl-2-nitro-aniline (344749-24-2) → 4-nitro-5-methylbenzo-2,1,3-thiadiazole (3152-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1: iron; ammonium chloride / 1,4-dioxane; water / 5 h

2: thionyl chloride / triethylamine / 3 h / Heating / reflux

With thionyl chloride; iron; ammonium chloride; In 1,4-dioxane; water; triethylamine;

upstream raw materials:

5-methylbenzo[c][1,2,5]thiadiazole

4-methyl-1,2-diaminobenzene

3-nitro-4-methyl-1,2-phenylenediamine

6-chloro-3-methyl-2-nitro-aniline

Downstream raw materials:

4-amino-5-methyl-7-phenylazobenzo-2,1,3-thiadiazole

4-amino-5-methyl-2,1,3-benzothiadiazole

Refernces