2,3-dichloroaniline
N,N-bis(chloro-2-ethyl)amine
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
Stage #1: 2,3-dichloroaniline; N,N-bis(chloro-2-ethyl)amine With tetrabutylammomium bromide; toluene-4-sulfonic acid In 5,5-dimethyl-1,3-cyclohexadiene for 48h; Stage #2: With ammonium hydroxide pH=6 - 7; | 88% |
piperazine
1-bromo-2,3-dichlorobenzene
A
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium (0); (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; sodium t-butanolate In toluene for 18h; Heating; | A 62% B 7% |
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); 2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl; sodium t-butanolate In 1,4-dioxane at 100℃; for 0.166667h; | 37% |
2,3-dichloroaniline
2,2'-iminobis[ethanol]
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
With phosphorus pentoxide; triethylamine hydrochloride at 220℃; for 4h; | 31% |
With phosphorus pentaoxide; triethylamine hydrochloride at 200℃; for 3h; | 21% |
Stage #1: 2,3-dichloroaniline; 2,2'-iminobis[ethanol] With phosphorus pentoxide; triethylamine hydrochloride at 220℃; for 4h; Inert atmosphere; Stage #2: With sodium hydroxide In water at 0℃; pH=10; | 15% |
piperazine
1-bromo-2,3-dichlorobenzene
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0) In toluene at 60 - 70℃; Buchwald amination; |
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
With sodium hydroxide In dichloromethane; water for 0.5h; |
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
With copper dichloride In methanol; water at 80℃; |
bis-(2-chloroethyl)amine hydrochloride
2,3-dichloroaniline
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
With potassium iodide at 150℃; Inert atmosphere; |
5-hexynyl p-toluenesulfonate
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetone for 12h; Reflux; | 98% |
1-(2,3-dichlorophenyl)piperazine
2-(6-bromohexyl)–2H-naphtho[1,8-cd]isothiazole1,1-dioxide
Conditions | Yield |
---|---|
Stage #1: 1-(2,3-dichlorophenyl)piperazine; 2-(6-bromohexyl)–2H-naphtho[1,8-cd]isothiazole1,1-dioxide With tetrabutylammomium bromide; potassium carbonate; sodium hydroxide In acetonitrile for 0.0138889h; Microwave irradiation; Stage #2: With hydrogenchloride In 1,4-dioxane; acetone | 98% |
1-(2,3-dichlorophenyl)piperazine
8-(2-Bromoethyl)-8-azaspiro<4,5>decane-7,9-dione
Conditions | Yield |
---|---|
With triethylamine at 160 - 180℃; for 0.5h; | 97% |
toluenesulfonic acid 3-azidobutyl ester
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetone for 12h; Reflux; | 97% |
1-(2,3-dichlorophenyl)piperazine
Cariprazine
Conditions | Yield |
---|---|
With sodium carbonate In acetonitrile for 18h; Reflux; Green chemistry; | 96.8% |
1-(2,3-dichlorophenyl)piperazine
Cariprazine
Conditions | Yield |
---|---|
With sodium carbonate In acetonitrile for 17h; Reflux; Green chemistry; | 96.2% |
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
Stage #1: 5-(ethoxymethylene)thiazolidine-2,4-dione; 1-(2,3-dichlorophenyl)piperazine With triethylamine In acetonitrile Stage #2: at 45℃; | 96% |
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 6h; Inert atmosphere; | 96% |
1-(2,3-dichlorophenyl)piperazine
Cariprazine
Conditions | Yield |
---|---|
With sodium carbonate In acetonitrile for 20h; Reflux; Green chemistry; | 95.4% |
1-(2,3-dichlorophenyl)piperazine
4-bromobutanenitrile
4‐[4‐(2,3‐dichlorophenyl)piperazin‐1‐yl]butannitrile
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In acetone for 16h; Reflux; | 95% |
With triethylamine In dichloromethane for 48h; | 70% |
With triethylamine In dichloromethane |
(2-bromoethyl)oxirane
1-(2,3-dichlorophenyl)piperazine
1-(2,3-dichlorophenyl)-4-(2-(oxiran-2-yl)ethyl)piperazine
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 24h; Heating; | 95% |
With potassium carbonate In acetone for 24h; Heating / reflux; | 95% |
With potassium carbonate In acetone for 24h; Reflux; |
1-bromo-butane
1-(2,3-dichlorophenyl)piperazine
1-butyl-4-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
With potassium carbonate In acetone Reflux; | 95% |
1-(2,3-dichlorophenyl)piperazine
Cariprazine
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 18h; Green chemistry; | 95% |
bis(trichloromethyl) carbonate
4-nitro-aniline
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
Stage #1: bis(trichloromethyl) carbonate; 4-nitro-aniline With triethylamine In dichloromethane at 0℃; for 0.166667h; Stage #2: 1-(2,3-dichlorophenyl)piperazine In dichloromethane at 20℃; for 1h; | 95% |
tridecanoic acid
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
Stage #1: tridecanoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 1-(2,3-dichlorophenyl)piperazine In N,N-dimethyl-formamide at 20℃; | 95% |
4-methoxybenzoic acid
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
Stage #1: 4-methoxybenzoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 1-(2,3-dichlorophenyl)piperazine In N,N-dimethyl-formamide at 20℃; | 95% |
2-methyl-4-nitrobenzoic acid
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
Stage #1: 2-methyl-4-nitrobenzoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 1-(2,3-dichlorophenyl)piperazine In N,N-dimethyl-formamide at 20℃; | 95% |
2,4 dichlorobenzoic acid
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
Stage #1: 2,4 dichlorobenzoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 1-(2,3-dichlorophenyl)piperazine In N,N-dimethyl-formamide at 20℃; | 95% |
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 80℃; Inert atmosphere; | 95% |
7-(4-chlorobutoxy)-3,4-dihydroquinoline-2(1H)-one
1-(2,3-dichlorophenyl)piperazine
aripiprazole
Conditions | Yield |
---|---|
Stage #1: 7-(4-chlorobutoxy)-3,4-dihydroquinolin-2(1H)-one With sodium iodide In N,N-dimethyl-formamide at 70 - 80℃; for 1h; Stage #2: 1-(2,3-dichlorophenyl)piperazine With potassium carbonate In N,N-dimethyl-formamide at 70 - 80℃; for 4h; | 94% |
With potassium carbonate In N,N-dimethyl-formamide at 100℃; | 57 mg |
1-chloroacetophenone
1-(2,3-dichlorophenyl)piperazine
2-(4-(2,3-dichlorophenyl)piperazin-1-yl)-1-phenylethanone
Conditions | Yield |
---|---|
With sodium carbonate In ethanol for 4h; Reflux; | 94% |
1-(2,3-dichlorophenyl)piperazine
Cariprazine
Conditions | Yield |
---|---|
With sodium carbonate In acetone for 18h; Reflux; Green chemistry; | 92.6% |
1-(2,3-dichlorophenyl)piperazine
Cariprazine
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 22h; Reflux; Green chemistry; | 92.5% |
2-(4-bromobutyl)isoindoline-1,3-dione
1-(2,3-dichlorophenyl)piperazine
2-{4-[4-(2,3-dichlorophenyl)piperazin-1-yl]butyl}-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
In xylene at 70 - 125℃; for 24h; | 92% |
In xylene at 70 - 125℃; for 24h; | 92% |
With potassium carbonate In acetone Reflux; | 83% |
propyl bromide
1-(2,3-dichlorophenyl)piperazine
1-(2,3-dichlorophenyl)-4-propylpiperazine
Conditions | Yield |
---|---|
With potassium carbonate In acetone Reflux; | 92% |
formamide
1-(2,3-dichlorophenyl)piperazine
4-(2,3-dichlorophenyl)piperazine-1-carbaldehyde
Conditions | Yield |
---|---|
With sodium methylate In tetrahydrofuran; methanol at 20℃; for 6h; | 92% |
1-(2,3-dichlorophenyl)piperazine
3-(5-((4-(2,3-dichlorophenyl)piperazin-1-yl)methyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-1-yl)-N,N-dimethylpropan-1-amine
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; Inert atmosphere; | 92% |
bis(trichloromethyl) carbonate
3-trifluoromethylaniline
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
Stage #1: bis(trichloromethyl) carbonate; 3-trifluoromethylaniline With triethylamine In dichloromethane at 0℃; for 0.166667h; Stage #2: 1-(2,3-dichlorophenyl)piperazine In dichloromethane at 20℃; for 1h; | 92% |
3,4,5-trimethoxyphenyl acetic acid
1-(2,3-dichlorophenyl)piperazine
Conditions | Yield |
---|---|
Stage #1: 3,4,5-trimethoxyphenyl acetic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 1-(2,3-dichlorophenyl)piperazine In N,N-dimethyl-formamide at 20℃; | 92% |
1-(2,3-dichlorophenyl)piperazine
trans-2-(1-(4-(N-tert-butoxycarbonyl)amino)cyclohexyl)acetaldehyde
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃; Inert atmosphere; | 91% |
With sodium tris(acetoxy)borohydride In dichloromethane | 75% |
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; | 69% |
With platinum on carbon; hydrogen In methanol; toluene at 80℃; Reagent/catalyst; Temperature; |
Molecular Structure of 1-(2,3-Dichlorophenyl)-piperazine hydrochloride (CAS NO.41202-77-1):
IUPAC Name: 1-(2,3-dichlorophenyl)piperazin-4-ium
Empirical Formula: C10H13Cl3N2
Molecular Weight: 267.5826
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 3.24 Å2
Density: 1.272 g/cm3
Flash Point: 174.6 °C
Enthalpy of Vaporization: 61.14 kJ/mol
Boiling Point: 365.1 °C at 760 mmHg
Vapour Pressure: 1.6E-05 mmHg at 25 °C
Melting point: 242-244 °C
Product Categories: pharmacetical; PiperazineDerivative; Piperazine derivates; API intermediates; Aromatics Compounds; Aromatics; Intermediates & Fine Chemicals; Pharmaceuticals; Aripiprazole; piperazines
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
Hazard Note: Irritant
1-(2,3-Dichlorophenyl)-piperazine hydrochloride , with CAS number of 41202-77-1, can be called 1-(2,3-Dichlorophenyl)piperazine hydrochloride (1:1) ; 1-(2,3-Dichlorphenyl)piperazinhydrochlorid ; piperazine, 1-(2,3-dichlorophenyl)-, hydrochloride (1:1) ; 1-(2,3-Dichlorophenyl)-Piperazine HCl . It is a kind of brown oil.
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