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4-carboxamidopiperidine
10-(3-chloropropyl)-2-(methylsulfonyl)-10H-phenothiazine
metopimazine
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide; toluene at 90 - 100℃; for 8h; Temperature; Reagent/catalyst; Solvent; | 65% |
2‐(2-fluorophenylthio)-5-(methylsulfonyl)aniline
metopimazine
Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl-formamide at 100℃; for 6h; | 25% |
Multi-step reaction with 4 steps 1: sodium hydride / dimethyl sulfoxide / 4 h / 90 °C 2: potassium hydroxide / acetone / 3 h / 50 °C 3: hydrogenchloride / acetone; water / 6 h / 0 - 20 °C 4: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 5 h / 0 °C View Scheme |
2-(2-fluorophenylthio)-5-(methylsulfonyl)nitrobenzene
metopimazine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 94 percent / 99percent N2H4*H2O, FeCl3*6H2O, active carbon / ethanol / 10 h / Heating 2: 25 percent / 80percent NaOH / dimethylformamide / 6 h / 100 °C View Scheme | |
Multi-step reaction with 5 steps 1: iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate / ethanol / 2 h / 80 °C 2: sodium hydride / dimethyl sulfoxide / 4 h / 90 °C 3: potassium hydroxide / acetone / 3 h / 50 °C 4: hydrogenchloride / acetone; water / 6 h / 0 - 20 °C 5: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 5 h / 0 °C View Scheme |
1-[2-(methylsulfanyl)-10H-phenothiazin-10-yl]ethanone
metopimazine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: oxone / water; N,N-dimethyl-formamide / 3 h / 20 - 30 °C 2.1: potassium hydroxide / acetone / 20 - 30 °C 2.2: 3 h / 20 - 60 °C 3.1: potassium carbonate / toluene; N,N-dimethyl-formamide / 8 h / 90 - 100 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: oxone / acetonitrile; water / 2 h / 20 - 30 °C / Large scale; Green chemistry 1.2: 3 h / 60 - 70 °C / Large scale; Green chemistry 2.1: potassium hydroxide / acetone / 20 - 30 °C 2.2: 3 h / 20 - 60 °C 3.1: potassium carbonate / toluene; N,N-dimethyl-formamide / 8 h / 90 - 100 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: oxone; tetrabutylammomium bromide / water; dichloromethane / 6 h / 30 - 40 °C 2.1: potassium hydroxide / acetone / 20 - 30 °C 2.2: 3 h / 20 - 60 °C 3.1: potassium carbonate / toluene; N,N-dimethyl-formamide / 8 h / 90 - 100 °C View Scheme |
2-(methylthio)-10H-phenothiazine
metopimazine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: toluene / 1 h / 20 - 30 °C 2.1: oxone / water; N,N-dimethyl-formamide / 3 h / 20 - 30 °C 3.1: potassium hydroxide / acetone / 20 - 30 °C 3.2: 3 h / 20 - 60 °C 4.1: potassium carbonate / toluene; N,N-dimethyl-formamide / 8 h / 90 - 100 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: toluene / 1 h / 20 - 30 °C 2.1: oxone / acetonitrile; water / 2 h / 20 - 30 °C / Large scale; Green chemistry 2.2: 3 h / 60 - 70 °C / Large scale; Green chemistry 3.1: potassium hydroxide / acetone / 20 - 30 °C 3.2: 3 h / 20 - 60 °C 4.1: potassium carbonate / toluene; N,N-dimethyl-formamide / 8 h / 90 - 100 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: toluene / 1 h / 20 - 30 °C 2.1: oxone; tetrabutylammomium bromide / water; dichloromethane / 6 h / 30 - 40 °C 3.1: potassium hydroxide / acetone / 20 - 30 °C 3.2: 3 h / 20 - 60 °C 4.1: potassium carbonate / toluene; N,N-dimethyl-formamide / 8 h / 90 - 100 °C View Scheme |
metopimazine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium hydroxide / acetone / 20 - 30 °C 1.2: 3 h / 20 - 60 °C 2.1: potassium carbonate / toluene; N,N-dimethyl-formamide / 8 h / 90 - 100 °C View Scheme |
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 0℃; for 5h; | 117 g |
1-chloro-4-methanesulfonyl-2-nitrobenzene
metopimazine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / acetone / 4 h / 20 °C 2: iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate / ethanol / 2 h / 80 °C 3: sodium hydride / dimethyl sulfoxide / 4 h / 90 °C 4: potassium hydroxide / acetone / 3 h / 50 °C 5: hydrogenchloride / acetone; water / 6 h / 0 - 20 °C 6: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 5 h / 0 °C View Scheme |
2-fluorothiophenol
metopimazine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / acetone / 4 h / 20 °C 2: iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate / ethanol / 2 h / 80 °C 3: sodium hydride / dimethyl sulfoxide / 4 h / 90 °C 4: potassium hydroxide / acetone / 3 h / 50 °C 5: hydrogenchloride / acetone; water / 6 h / 0 - 20 °C 6: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 5 h / 0 °C View Scheme |
2-(methylsulfonyl)-10H-phenothiazine
metopimazine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium hydroxide / acetone / 3 h / 50 °C 2: hydrogenchloride / acetone; water / 6 h / 0 - 20 °C 3: sodium tris(acetoxy)borohydride; acetic acid / dichloromethane / 5 h / 0 °C View Scheme |
methanesulfonic acid
metopimazine
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 20 - 25℃; for 0.5h; Time; Large scale; | 85% |
metopimazine
1-(3-[2-(methylsulfonyl)-10H-phenothiazin-10-yl]propyl)-4-piperidine carboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water at 70 - 80℃; for 10h; |
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