2-diazomethyl-3-phenyl-4H-sulfonylchromen

Base Information

• Chemical Name: 2-diazomethyl-3-phenyl-4H-sulfonylchromen
• CAS No.: 1369964-75-9
• Molecular Formula: C₁₆H₁₀N₂O₃S
• Molecular Weight: 310.333
• Mol file: 1369964-75-9.mol

Synonyms:2-diazomethyl-3-phenyl-4H-sulfonylchromen

Chemical Property of 2-diazomethyl-3-phenyl-4H-sulfonylchromen

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-diazomethyl-3-phenyl-4H-sulfonylchromen

There total 7 articles about 2-diazomethyl-3-phenyl-4H-sulfonylchromen 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: 86.0%

C23H18N2O5S2 (1369964-77-1) → 2-diazomethyl-3-phenyl-4H-sulfonylchromen (1369964-75-9)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 20 ℃; Inert atmosphere;

DOI:10.1055/s-0031-1290326

Reference yield:

2-methyl-4H-thiochromen-4-one (771-40-4) → 2-diazomethyl-3-phenyl-4H-sulfonylchromen (1369964-75-9)

Guidance literature:

Multi-step reaction with 6 steps

1: ammonium cerium (IV) nitrate; iodine / acetonitrile / 60 °C / Inert atmosphere

2: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / water; N,N-dimethyl-formamide / 4 h / 80 °C / Inert atmosphere

3: selenium(IV) oxide / 1,2-dichloro-benzene / 150 °C / Inert atmosphere

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C / Inert atmosphere

5: ethanol / 24 h / 20 °C / Inert atmosphere

6: sodium hydroxide / dichloromethane; water / 20 °C / Inert atmosphere

With selenium(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; ammonium cerium (IV) nitrate; iodine; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1,2-dichloro-benzene; acetonitrile; 2: Suzuki coupling / 6: Bamford-Stevens reaction;

DOI:10.1055/s-0031-1290326

Reference yield:

4-oxo-3-phenyl-4H-thiochromene-2-carbaldehyde (1345691-05-5) → 2-diazomethyl-3-phenyl-4H-sulfonylchromen (1369964-75-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C / Inert atmosphere

2: ethanol / 24 h / 20 °C / Inert atmosphere

3: sodium hydroxide / dichloromethane; water / 20 °C / Inert atmosphere

With 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In ethanol; dichloromethane; water; 3: Bamford-Stevens reaction;

DOI:10.1055/s-0031-1290326

upstream raw materials:

2-methyl-4H-thiochromen-4-one

4-oxo-3-phenyl-4H-thiochromene-2-carbaldehyde

C₁₆H₁₀O₄S

C₂₃H₁₈N₂O₅S₂

Downstream raw materials:

(1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl diphenyl phosphate

(1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl diethyl phosphate

(1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl bis(2-ethylhexyl) phosphate

bis((1,1-dioxido-4-oxo-3-phenyl-4H-thiochromen-2-yl)methyl) naphthalen-1-yl phosphate

Refernces

• 1、 Zhang, Youlai,Tanimoto, Hiroki,Nishiyama, Yasuhiro,Morimoto, Tsumoru,Kakiuchi, Kiyomi. "Novel photolabile protecting group for phosphate compounds". . p. 367 - 370. Retrieved 2012/03/11.