6-Hydroxybentazone

Base Information

• Chemical Name: 6-Hydroxybentazone
• CAS No.: 60374-42-7
• Molecular Formula: C₁₀H₁₂N₂O₄S
• Molecular Weight: 256.282
• Hs Code.: 2933990090
• European Community (EC) Number: 611-966-3
• DSSTox Substance ID: DTXSID40866809
• Nikkaji Number: J124.970C
• Wikidata: Q81986474
• Mol file: 60374-42-7.mol

Synonyms:6-Hydroxybentazone;60374-42-7;6-Hydroxy Bentazon;6-Hydroxybentazon;1H-2,1,3-Benzothiadiazin-4(3H)-one,6-hydroxy-3-(1-methylethyl)-, 2,2-dioxide;6-hydroxy-3-isopropyl-1H-benzo[c][1,2,6]thiadiazin-4(3H)-one 2,2-dioxide;6-hydroxy-2,2-dioxo-3-propan-2-yl-1H-2lambda6,1,3-benzothiadiazin-4-one;1H-2,1,3-Benzothiadiazin-4(3H)-one, 6-hydroxy-3-(1-methylethyl)-, 2,2-dioxide;6-Hydroxy-3-isopropyl-1H-benzo[c][1,2,6]thiadiazin-4(3h)-one2,2-dioxide;6-OH-bentazone;Bentazone-6-hydroxy;6-HYDROXYBENTAZON);DTXSID40866809;MFCD01940644;AKOS030254745;6-Hydroxybentazon (6-Hydroxybentazone);1ST22823;AS-73394;HY-100052;CS-0018037;FT-0669320;N11856;6-Hydroxy- 3-isopropyl-1 H- 2,1,3-benzothiadiazin- 4(3H)-on-2,2-dioxid;6-hydroxy-2,2-dioxo-3-propan-2-yl-1H-2?^{6},1,3-benzothiadiazin-4-one;6-Hydroxy-3-isopropyl-1H-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide #;6-Hydroxy-3-(propan-2-yl)-2lambda~6~,1,3-benzothiadiazine-2,2,4(1H,3H)-trione;6-hydroxy-3-(propan-2-yl)-3,4-dihydro-1H-2??,1,3-benzothiadiazine-2,2,4-trione;6-hydroxy-3-(propan-2-yl)-3,4-dihydro-1H-2|E?,1,3-benzothiadiazine-2,2,4-trione

Chemical Property of 6-Hydroxybentazone

Chemical Property:

• Vapor Pressure: 9.53E-10mmHg at 25°C
• Melting Point: 169-171°C
• Boiling Point: 477.6°C at 760 mmHg
• PKA: 3.77±0.70(Predicted)
• Flash Point: 242.7°C
• PSA: 95.09000
• Density: 1.448g/cm³
• LogP: 2.06980
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 256.05177804
• Heavy Atom Count: 17
• Complexity: 415

Purity/Quality:

97% ^*data from raw suppliers

6-HydroxyBentazon ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N1C(=O)C2=C(C=CC(=C2)O)NS1(=O)=O
• Uses: A metabolite of Bentazon, a selective post-emergence herbicide.

Technology Process of 6-Hydroxybentazone

There total 19 articles about 6-Hydroxybentazone 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: 85.6%

6-benzyloxy-3-isopropyl-1H-benzo[c][1,2,6]thiadiazine-4(3H)-one 2,2-dioxide → 6-Hydroxy-bentazon (60374-42-7)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃; for 0.5h;

Reference yield: 84.8%

6-methoxy-3-isopropyl-1H-benzo[c][1,2,6]thiadiazine-4(3H)-one 2,2-dioxide → 6-Hydroxy-bentazon (60374-42-7)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃; for 0.5h;

Reference yield:

5-chloro-2-nitrobenzoic acid (2516-95-2) → 6-Hydroxy-bentazon (60374-42-7)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydroxide / water / 72 h / Inert atmosphere

2: sulfuric acid / 10 h / Cooling with ice; Reflux

3: potassium carbonate / N,N-dimethyl-formamide / 3 h / 20 °C

4: iron; ammonium chloride / water; ethanol / 11 h / Reflux

5: triethylamine / toluene / 1 h / 80 °C

6: sodium methylate / methanol / 6 h / 40 °C

7: boron tribromide / dichloromethane / 0.5 h / -78 °C

With sulfuric acid; sodium methylate; boron tribromide; iron; potassium carbonate; ammonium chloride; triethylamine; sodium hydroxide; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

upstream raw materials:

5-chloro-2-nitrobenzoic acid

5-hydroxy-2-nitrobenzoic acid

methyl 5-hydroxy-2-nitro-benzoate

ethyl 5-hydroxy-2-nitrobenzoate