2H-1,3-Benzoxazine-2,4(3H)-dione, 6-bromo-2-thio-

Base Information

• Chemical Name: 2H-1,3-Benzoxazine-2,4(3H)-dione, 6-bromo-2-thio-
• CAS No.: 23611-66-7
• Molecular Formula: C8H4 Br N O2 S
• Molecular Weight: 258.095
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70178280
• Mol file: 23611-66-7.mol

Synonyms:23611-66-7;2H-1,3-Benzoxazine-2,4(3H)-dione, 6-bromo-2-thio-;6-Bromo-2-thio-2H-1,3-benzoxazine-2,4(3H)-dione;C8H4BrNO2S;C8-H4-Br-N-O2-S;DTXSID70178280;LS-41760

Chemical Property of 2H-1,3-Benzoxazine-2,4(3H)-dione, 6-bromo-2-thio-

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 78.35000
• Density: 1.93g/cm³
• LogP: 3.02540
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 256.91461
• Heavy Atom Count: 13
• Complexity: 259

Purity/Quality:

99% ^*data from raw suppliers

6-BROMO-2-THIO-2H-1,3-BENZOXAZINE-2,4(3H)-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison by ingestion.
• Hazard Codes: A poison by ingestion.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C(=O)NC(=S)O2
• Uses: Agricultural chemical.

Technology Process of 2H-1,3-Benzoxazine-2,4(3H)-dione, 6-bromo-2-thio-

There total 2 articles about 2H-1,3-Benzoxazine-2,4(3H)-dione, 6-bromo-2-thio- 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:

5-bromosalicyclic acid (89-55-4) + triphenylphosphine-thiocyanogen (66365-41-1) → 6-bromo-2-thioxo-2,3-dihydro-4H-1,3-benzoxazin-4-one (23611-66-7)

Guidance literature:

In dichloromethane;

DOI:10.1016/j.ejmech.2016.01.042

Reference yield:

→ 6-bromo-2-thioxo-2,3-dihydro-4H-1,3-benzoxazin-4-one (23611-66-7)

Guidance literature:

subst. Salicylsaeure IIIc, Ph3P(SCN)2;

Reference yield:

6-bromo-2-thioxo-2,3-dihydro-4H-1,3-benzoxazin-4-one (23611-66-7) → 4-hydroxybiphenyl-3-carboxylic acid (323-87-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate / isopropyl alcohol; water / 60 °C

1.2: 0.5 h / 20 °C

2.1: isopropyl alcohol; water / 3 h / 20 °C

3.1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 16 h / 80 °C / Schlenk technique; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate; potassium carbonate; In 1,4-dioxane; water; isopropyl alcohol;

DOI:10.1016/j.ejmech.2016.01.042

upstream raw materials:

5-bromosalicyclic acid

triphenylphosphine-thiocyanogen

Downstream raw materials:

4-hydroxybiphenyl-3-carboxylic acid