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methyl hydrazine hydrochloride
4-Formyl-benzoesaeure-isopropylamid
Procarbazine
Conditions | Yield |
---|---|
Stage #1: methyl hydrazine hydrochloride; 4-Formyl-benzoesaeure-isopropylamid In ethanol for 0.333333h; Sealed tube; Stage #2: With triethylamine In ethanol at 60℃; for 6h; Sealed tube; Stage #3: With sodium cyanoborohydride In N,N-dimethyl-formamide at 0 - 20℃; | 74% |
methylhydrazine sulfuric acid
4-Formyl-benzoesaeure-isopropylamid
Procarbazine
Conditions | Yield |
---|---|
Stage #1: methylhydrazine sulfuric acid; 4-Formyl-benzoesaeure-isopropylamid In ethanol for 0.333333h; Stage #2: With triethylamine In ethanol at 60℃; for 6h; Stage #3: With sodium cyanoborohydride In N,N-dimethyl-formamide at 0 - 20℃; | 74% |
Stage #1: methylhydrazine sulfuric acid; 4-Formyl-benzoesaeure-isopropylamid With triethylamine In ethanol at 60℃; for 6h; Stage #2: With sodium cyanoborohydride In N,N-dimethyl-formamide at 0 - 20℃; | 74% |
4-[(2-methyl-1,2-dicarbobenzoxyhydrazino)-methyl]-benzoic acid isopropylamide
Procarbazine
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: dichloromethane 2.1: ammonium cerium (IV) nitrate; nitric acid / 24 h / 100 °C / Sealed tube 3.1: ethanol / 0.33 h / Sealed tube 3.2: 6 h / 60 °C / Sealed tube 3.3: 0 - 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: dichloromethane / 3.5 h / 20 - 40 °C 2.1: ammonium cerium (IV) nitrate; nitric acid / water / 24 h / 100 °C / Sonication 3.1: triethylamine / ethanol / 6 h / 60 °C 3.2: 0 - 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: thionyl chloride / 2 h 2.1: dichloromethane 3.1: ammonium cerium (IV) nitrate; nitric acid / 24 h / 100 °C / Sealed tube 4.1: ethanol / 0.33 h / Sealed tube 4.2: 6 h / 60 °C / Sealed tube 4.3: 0 - 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: thionyl chloride / 3 h / 80 °C 2.1: dichloromethane / 3.5 h / 20 - 40 °C 3.1: ammonium cerium (IV) nitrate; nitric acid / water / 24 h / 100 °C / Sonication 4.1: triethylamine / ethanol / 6 h / 60 °C 4.2: 0 - 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: ammonium cerium (IV) nitrate; nitric acid / 24 h / 100 °C / Sealed tube 2.1: ethanol / 0.33 h / Sealed tube 2.2: 6 h / 60 °C / Sealed tube 2.3: 0 - 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: dibromoisocyanuric acid / dichloromethane / 4 h / 20 °C 1.2: 0.17 h 2.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 15 h / Reflux 2.2: 1 h / Reflux 3.1: ethanol / 0.33 h 3.2: 6 h / 60 °C 3.3: 0 - 20 °C View Scheme |
Procarbazine
A
4-Formyl-benzoesaeure-isopropylamid
B
4-(N-Methyl-N-nitroso-hydrazonomethyl)-benzoesaeureisopropylamid
Conditions | Yield |
---|---|
With sodium nitrite In water; acetic acid for 20h; Mechanism; reactions of phenelzin and endralazin under nitrosating conditions; | A 12% B 36% |
With sodium nitrite In water; acetic acid for 20h; | A 12% B 36% |
With acetic acid; sodium nitrite |
Procarbazine
A
p-formyl-N-isopropylbenzamide methylhydrazone
B
azoprocarbazine
Conditions | Yield |
---|---|
With 4-t-butyl-1,2-benzoquinone; oxygen; tyrosinase pH=6.8; aq. phosphate buffer; Enzymatic reaction; |
(2S)-1-(2-[[(benzyloxy)carbonyl]amino]acetyl)tetrahydro-1H-pyrrole-2-carboxylic acid
Procarbazine
Conditions | Yield |
---|---|
Stage #1: (2S)-1-(2-[[(benzyloxy)carbonyl]amino]acetyl)tetrahydro-1H-pyrrole-2-carboxylic acid With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane for 0.5h; Stage #2: Procarbazine With N-ethyl-N,N-diisopropylamine In dichloromethane Overall yield = 69%; Overall yield = 690.1 mg; |
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