C₁₇H₁₆N₄OS

Base Information

• Chemical Name: C₁₇H₁₆N₄OS
• CAS No.: 1049657-23-9
• Molecular Formula: C₁₇H₁₆N₄OS
• Molecular Weight: 324.406
• Mol file: 1049657-23-9.mol

Synonyms:C₁₇H₁₆N₄OS

Chemical Property of C₁₇H₁₆N₄OS

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₇H₁₆N₄OS

There total 6 articles about C₁₇H₁₆N₄OS 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: 67.0%

C22H24N4O3S → C17H16N4OS (1049657-23-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/ml3001165

Reference yield:

1-(2-bromo-thien-4-yl)ethanone (59227-67-7) → C17H16N4OS (1049657-23-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 14 h / 75 °C / Sealed tube; Inert atmosphere

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1.16 h / -78 - 0 °C

2.2: 0.67 h / -78 °C

2.3: 4 h / -78 °C

3.1: hydrogenchloride / 1,4-dioxane; methanol / 4 h / 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / dichloromethane; tert-butyl alcohol / 1.5 h / 60 °C

6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; titanium(IV) tetraethanolate; n-butyllithium; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/ml3001165

Reference yield:

(R)-N-(1-(5-bromothiophen-3-yl)ethylidene)-2-methylpropane-2-sulfinamide (1392015-36-9) → C17H16N4OS (1049657-23-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1.16 h / -78 - 0 °C

1.2: 0.67 h / -78 °C

1.3: 4 h / -78 °C

2.1: hydrogenchloride / 1,4-dioxane; methanol / 4 h / 20 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

4.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / dichloromethane; tert-butyl alcohol / 1.5 h / 60 °C

5.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; n-butyllithium; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/ml3001165

upstream raw materials:

1-(2-bromo-thien-4-yl)ethanone

(R)-N-(1-(5-bromothiophen-3-yl)ethylidene)-2-methylpropane-2-sulfinamide

(S)-methyl 3-(5-bromothiophen-3-yl)-3-((R)-1,1-dimethylethylsulfinamido)butanoate

(S)-tert-butyl (4-(5-bromothiophen-3-yl)-1,4-dimethyl-6-oxotetrahydropyrimidin-2(1H)-ylidene)carbamate