Multi-step reaction with 10 steps
1.1: aluminum (III) chloride / dichloromethane / 0.08 h
1.2: Reflux
2.1: sodium carbonate / N,N-dimethyl-formamide / 60 °C
3.1: hydrazine / tetrahydrofuran
4.1: water; sodium hydroxide / tetrahydrofuran / Reflux
5.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h
6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / Cooling with ice
7.1: Lawessons reagent / toluene / 1 h / Reflux
8.1: hydrazine / 1,4-dioxane / 0.5 h / Reflux
9.1: acetic acid / ethanol / Reflux
10.1: palladium 10% on activated carbon; hydrogen / methanol
With
Lawessons reagent; aluminum (III) chloride; oxalyl dichloride; palladium 10% on activated carbon; water; hydrogen; sodium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; sodium hydroxide; hydrazine;
In
tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;