3-(2-amino-1,2′,2′-trimethyl-5-oxo-1,5-dihydrospiro[imidazole-4,4′-thiochroman]-6′-yl)benzonitrile

Base Information

Chemical Name:3-(2-amino-1,2′,2′-trimethyl-5-oxo-1,5-dihydrospiro[imidazole-4,4′-thiochroman]-6′-yl)benzonitrile
CAS No.:1430416-41-3
Molecular Formula:C₂₁H₂₀N₄OS
Molecular Weight:376.482
Hs Code.:

Synonyms:3-(2-amino-1,2′,2′-trimethyl-5-oxo-1,5-dihydrospiro[imidazole-4,4′-thiochroman]-6′-yl)benzonitrile

Suppliers and Price of 3-(2-amino-1,2′,2′-trimethyl-5-oxo-1,5-dihydrospiro[imidazole-4,4′-thiochroman]-6′-yl)benzonitrile

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-(2-amino-1,2′,2′-trimethyl-5-oxo-1,5-dihydrospiro[imidazole-4,4′-thiochroman]-6′-yl)benzonitrile

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 3-(2-amino-1,2′,2′-trimethyl-5-oxo-1,5-dihydrospiro[imidazole-4,4′-thiochroman]-6′-yl)benzonitrile

There total 5 articles about 3-(2-amino-1,2′,2′-trimethyl-5-oxo-1,5-dihydrospiro[imidazole-4,4′-thiochroman]-6′-yl)benzonitrile 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: 59.0%

: 1430416-49-1
2-amino-6′-bromo-1,2′,2′-trimethylspiro-[imidazole-4,4′-thiochroman]-5(1H)-one

: 150255-96-2
(3‐cyanophenyl)boronic acid

: 1430416-41-3
3-(2-amino-1,2′,2′-trimethyl-5-oxo-1,5-dihydrospiro[imidazole-4,4′-thiochroman]-6′-yl)benzonitrile

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,4-dioxane; water; at 100 ℃; for 16h; Sealed tube; Inert atmosphere;
DOI:10.1021/jm4002154

Reference yield:

: 204449-18-3
6-bromo-2,2-dimethylthiochroman-4-one

: 1430416-41-3
3-(2-amino-1,2′,2′-trimethyl-5-oxo-1,5-dihydrospiro[imidazole-4,4′-thiochroman]-6′-yl)benzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: sodium sulfite / ethanol / 40 h / 150 °C / Inert atmosphere; Autoclave

2: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C / Alkaline conditions

3: Lawessons reagent / toluene; tetrahydrofuran / 16 h / Reflux

4: tert.-butylhydroperoxide; ammonia / methanol; water / 12 h / 20 °C

5: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane; water / 16 h / 100 °C / Sealed tube; Inert atmosphere

With Lawessons reagent; tert.-butylhydroperoxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; ammonia; sodium carbonate; potassium carbonate; sodium sulfite; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; toluene; 1: |Bucherer-Bergs Reaction / 5: |Suzuki Coupling;
DOI:10.1021/jm4002154

Reference yield:

: 1430416-48-0
6′-bromo-1,2′,2′-trimethyl-2-thioxospiro[imidazolidine-4,4′-thiochroman]-5-one

: 1430416-41-3
3-(2-amino-1,2′,2′-trimethyl-5-oxo-1,5-dihydrospiro[imidazole-4,4′-thiochroman]-6′-yl)benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: tert.-butylhydroperoxide; ammonia / methanol; water / 12 h / 20 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane; water / 16 h / 100 °C / Sealed tube; Inert atmosphere

With tert.-butylhydroperoxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; ammonia; sodium carbonate; In 1,4-dioxane; methanol; water; 2: |Suzuki Coupling;
DOI:10.1021/jm4002154