1-(3-chloropropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
Conditions | Yield |
---|---|
With phosphoric acid; propiononitrile at 75℃; for 4h; Concentration; Temperature; | 92% |
With hydrogenchloride In methanol; water at 20℃; Solvent; Reagent/catalyst; | 90% |
In hydrogenchloride; ethanol | 9.5 parts (90%) |
1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one
1,3-chlorobromopropane
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
Conditions | Yield |
---|---|
With sulfuric acid; sodium ethanolate 1) EtOH, reflux 4 h; 2) r.t., 2 h; Yield given. Multistep reaction; |
(2-Amino-phenyl)-(3-chloro-propyl)-carbamic acid ethyl ester
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
Conditions | Yield |
---|---|
With calcium chloride at 210℃; for 1.5h; Yield given; |
1-(3-chloropropyl)2-nitroaniline
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: xylene / 18 h / Heating 2: H2 / 10percent Pd/C / methanol / 4 h 3: CaCl2 / 1.5 h / 210 °C View Scheme |
(3-Chloro-propyl)-(2-nitro-phenyl)-carbamic acid ethyl ester
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2 / 10percent Pd/C / methanol / 4 h 2: CaCl2 / 1.5 h / 210 °C View Scheme |
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
methyl iodide
1-(3-chloropropyl)-1,3-dihydro-3-methyl-2H-benzimidazol-2-one
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; | 98% |
With sodium hydroxide In water; acetonitrile at 20℃; for 18h; | 86% |
5-ethyl-5H-[1,2,4]triazino[5,6-b]indole-3-thiol
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(3-(5-ethyl-5H-[1,2,4]triazino[5,6-b]indol-3-ylthio)propyl)-1H-benzo[d]imidazol-2(3H)-one
Conditions | Yield |
---|---|
Stage #1: 5-ethyl-5H-[1,2,4]triazino[5,6-b]indole-3-thiol With potassium hydroxide In water at 20℃; for 2h; Stage #2: 1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one In water at 90℃; for 24h; | 93.9% |
formaldehyd
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(3-chloropropyl)-3-(hydroxymethyl)-1H-benzo[d]imidazol-2(3H)-one
Conditions | Yield |
---|---|
With sodium acetate; acetic acid at 65℃; for 20h; | 90% |
1-(6,11-dihydrodibenzothiepin-11-yl)piperazine
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(3-(4-(6,11-dihydrodibenzothiepin-11-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one
Conditions | Yield |
---|---|
With triethylamine; potassium iodide In toluene Heating; | 83% |
1-(8-chloro-10,11-dihydrodibenzo[b,f]thiepin-10-yl)piperazine
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(3-(4-(8-chloro-10,11-dihydrodibenzothiepin-10-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one
Conditions | Yield |
---|---|
With triethylamine; potassium iodide In toluene Heating; | 76% |
2-methyl-3-(1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indole
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-{3-[4-(2-Methyl-1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide for 18h; Heating; | 76% |
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(2-chloro-10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-piperazine
1-(3-(4-(2-chloro-10,11-dihydrodibenzothiepin-10-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one
Conditions | Yield |
---|---|
With triethylamine; potassium iodide In toluene Heating; | 73% |
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide for 18h; Heating; | 69% |
8-methylthio-10-piperazino-10,11-dihydrodibenzothiepin
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(3-(4-(8-(methylthio)-10,11-dihydrodibenzothiepin-10-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one
Conditions | Yield |
---|---|
With triethylamine; potassium iodide In toluene Heating; | 67% |
1-(10,11-dihydrodibenzo[b,f]thiepin-10-yl)piperazine
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(3-(4-(10,11-dihydrodibenzothiepin-10-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one
Conditions | Yield |
---|---|
With triethylamine; potassium iodide In toluene Heating; | 65% |
1-(2-methyl-6,11-dihydrodibenzothiepin-11-yl)piperazine
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(3-(4-(2-methyl-6,11-dihydrodibenzothiepin-11-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one
Conditions | Yield |
---|---|
With triethylamine; potassium iodide In toluene Heating; | 65% |
diphenylmethylpiperazine
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
oxatomide
Conditions | Yield |
---|---|
With triethylamine; potassium iodide In toluene for 20h; Heating; | 64% |
3-(4-piperidinyl)-1H-indole
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
N-{3-[4-(3-indolyl)-piperidino]-propyl}-benzimidazolone
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide for 28h; Heating; | 61% |
1-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)piperazine
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(3-(4-(10,11-dihydro-5H-dibenzocycloheptene-5-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one
Conditions | Yield |
---|---|
With triethylamine; potassium iodide In toluene Heating; | 60% |
4-propyloxypiperidine
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(3-(4-Butylpiperidine-1-yl)propyl)-1,3-dihydro-benzimidazol-2-one
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide | 60% |
With potassium carbonate; sodium iodide | 60% |
5-allyl-5H-[1,2,4]triazino[5,6-b]indole-3-thiol
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(3-(5-allyl-5H-[1,2,4]triazino[5,6-b]indol-3-ylthio)propyl)-1H-benzo[d]imidazol-2(3H)-one
Conditions | Yield |
---|---|
Stage #1: 5-allyl-5H-[1,2,4]triazino[5,6-b]indole-3-thiol With potassium hydroxide In water at 20℃; for 2h; Stage #2: 1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one In water at 90℃; for 24h; | 55.2% |
1-(2-ethoxyethyl)-2-(1-piperazinyl)-1H-benzimidazole
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-<3-<4-<1-(2-ethoxyethyl)-1H-benzimidazol-2-yl>-1-piperazinyl>propyl>-1,3-dihydro-2H-benzimidazol-2-one
Conditions | Yield |
---|---|
With potassium carbonate In toluene for 14h; Heating; | 53% |
1-(4,9-dihydrothieno<2,3-c>-2-benzothiepin-4-yl)piperazine
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(3-(4-(4,9-dihydrothieno<2,3-c>-2-benzothiepin-4-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one
Conditions | Yield |
---|---|
With triethylamine; potassium iodide In toluene Heating; | 50% |
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide for 18h; Heating; | 49% |
5-allyl-8-methyl-5H-[1,2,4]triazino[5,6-b]indole-3-thiol
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-(3-(5-allyl-8-methyl-5H-[1,2,4]triazino[5,6-b]indol-3-ylthio)propyl)-1H-benzo[d]imidazol-2(3H)-one
Conditions | Yield |
---|---|
Stage #1: 5-allyl-8-methyl-5H-[1,2,4]triazino[5,6-b]indole-3-thiol With potassium hydroxide In water at 20℃; for 2h; Stage #2: 1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one In water at 90℃; for 24h; | 47.6% |
4-ethylpiperidin-4-ol
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
Conditions | Yield |
---|---|
With sodium carbonate; sodium iodide In acetonitrile for 4h; Heating / reflux; | 43% |
6-Methoxy-3-(4-piperidyl)-1,2-benzisoxazole hydrobromide
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-{3-[4-(6-Methoxy-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one
Conditions | Yield |
---|---|
With sodium carbonate; potassium iodide In various solvent(s) at 117℃; for 16h; | 37% |
4-(5-fluoro-1,2-benzisoxazol-3-yl)piperidine hydrochloride
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-{3-[4-(5-Fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one
Conditions | Yield |
---|---|
With sodium carbonate; potassium iodide In various solvent(s) at 117℃; for 8h; | 36% |
5,6-dimethoxy-3-(4-piperidyl)-1,2-benzisoxazole hydrobromide
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-{3-[4-(5,6-Dimethoxy-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one
Conditions | Yield |
---|---|
With sodium carbonate; potassium iodide In various solvent(s) at 117℃; for 6h; | 28% |
6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-{3-[4-(6-Fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one
Conditions | Yield |
---|---|
With sodium carbonate; potassium iodide In various solvent(s) at 117℃; for 12h; | 27% |
4-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
4-fluoro-3-<1-<3-(1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)propyl>-4-piperidinyl>-1,2-benzisoxazole
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 90℃; for 6h; | 26% |
5-methoxy-3-(1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-{3-[4-(5-Methoxy-1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide for 6h; Heating; | 25% |
3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
1-[3-(4-Benzo[d]isoxazol-3-yl-piperidin-1-yl)-propyl]-1,3-dihydro-benzoimidazol-2-one
Conditions | Yield |
---|---|
With sodium carbonate; potassium iodide In various solvent(s) at 117℃; for 6h; | 23% |
4-Butyl-piperidin-4-ol
1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
Conditions | Yield |
---|---|
With sodium carbonate; sodium iodide In acetonitrile for 2h; Heating / reflux; | 23% |
Molecular Structure of 2H-Benzimidazol-2-one,1-(3-chloropropyl)-1,3-dihydro- (CAS NO.62780-89-6):
Empirical Formula: C10H11ClN2O
Molecular Weight: 210.6601
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 3
Polar Surface Area: 23.55 Å2
Index of Refraction: 1.57
Molar Refractivity: 55.05 cm3
Molar Volume: 167.5 cm3
Surface Tension: 43.8 dyne/cm
Density: 1.257 g/cm3
InChI
InChI=1/C10H11ClN2O/c11-6-3-7-13-9-5-2-1-4-8(9)12-10(13)14/h1-2,4-5H,3,6-7H2,(H,12,14)
Smiles
ClCCCn1c(=O)[nH]c2c1cccc2
Melting point: 115-125 °C
Water Solubility: 210 mg/L (20 ºC)
Hazard Codes: Xn
Risk Statements: 22
R22:Harmful if swallowed.
Safety Statements: 38-28A
2H-Benzimidazol-2-one,1-(3-chloropropyl)-1,3-dihydro- , with CAS number of 62780-89-6, can be called 3(3-Chloropropyl)-2,3-dihydro-1h-benzimidazole-2-one ; 1-(3-chloropropyl)-1,3-dihydro-2h-benzimidazol-2-one ; 1-(3-chloropropyl)-2-benzimidazolidinone ; 1-(3-chloropropyl)-1,3-dihydro-2h-benzimidezole-2-one ; timtec-bb sbb003442 ; 1-(3-chloropropyl)-1,3-dihydro-2h-benzimidazole-2-one ; balancemainlybromo ; ca90% .It is a white to slightly beige powder.
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