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1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one

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Name

1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one

EINECS 263-731-6
CAS No. 62780-89-6 Density 1.257 g/cm3
PSA 37.79000 LogP 1.95850
Solubility 210 mg/L (20 ºC) Melting Point 115-125 °C
Formula C10H11ClN2O Boiling Point 377oC
Molecular Weight 210.66 Flash Point
Transport Information Appearance White to slightly beige powder
Safety 38-28A Risk Codes 22
Molecular Structure Molecular Structure of 62780-89-6 (1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one) Hazard Symbols HarmfulXn
Synonyms

1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one;1-(3-Chloropropyl)-1,3-dihydrobenzimidazol-2-one;

 

1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one Synthetic route

62780-84-1

1-(3-chloropropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

Conditions
ConditionsYield
With phosphoric acid; propiononitrile at 75℃; for 4h; Concentration; Temperature;92%
With hydrogenchloride In methanol; water at 20℃; Solvent; Reagent/catalyst;90%
In hydrogenchloride; ethanol9.5 parts (90%)
52099-72-6

1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one

109-70-6

1,3-chlorobromopropane

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

Conditions
ConditionsYield
With sulfuric acid; sodium ethanolate 1) EtOH, reflux 4 h; 2) r.t., 2 h; Yield given. Multistep reaction;
100460-85-3

(2-Amino-phenyl)-(3-chloro-propyl)-carbamic acid ethyl ester

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

Conditions
ConditionsYield
With calcium chloride at 210℃; for 1.5h; Yield given;
62781-00-4

1-(3-chloropropyl)2-nitroaniline

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

Conditions
ConditionsYield
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
100460-82-0

(3-Chloro-propyl)-(2-nitro-phenyl)-carbamic acid ethyl ester

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2 / 10percent Pd/C / methanol / 4 h
2: CaCl2 / 1.5 h / 210 °C
View Scheme
62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

74-88-4

methyl iodide

78056-57-2

1-(3-chloropropyl)-1,3-dihydro-3-methyl-2H-benzimidazol-2-one

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h;98%
With sodium hydroxide In water; acetonitrile at 20℃; for 18h;86%
36047-55-9

5-ethyl-5H-[1,2,4]triazino[5,6-b]indole-3-thiol

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

433261-68-8

1-(3-(5-ethyl-5H-[1,2,4]triazino[5,6-b]indol-3-ylthio)propyl)-1H-benzo[d]imidazol-2(3H)-one

Conditions
ConditionsYield
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%
50-00-0

formaldehyd

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

1352949-10-0

1-(3-chloropropyl)-3-(hydroxymethyl)-1H-benzo[d]imidazol-2(3H)-one

Conditions
ConditionsYield
With sodium acetate; acetic acid at 65℃; for 20h;90%
121942-88-9

1-(6,11-dihydrodibenzothiepin-11-yl)piperazine

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

121942-94-7

1-(3-(4-(6,11-dihydrodibenzothiepin-11-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With triethylamine; potassium iodide In toluene Heating;83%
23048-89-7

1-(8-chloro-10,11-dihydrodibenzo[b,f]thiepin-10-yl)piperazine

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

121943-04-2

1-(3-(4-(8-chloro-10,11-dihydrodibenzothiepin-10-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With triethylamine; potassium iodide In toluene Heating;76%
84461-65-4

2-methyl-3-(1,2,3,6-tetrahydro-pyridin-4-yl)-1H-indole

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

84461-66-5

1-{3-[4-(2-Methyl-1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide for 18h; Heating;76%
62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

52548-24-0

1-(2-chloro-10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-piperazine

121943-02-0

1-(3-(4-(2-chloro-10,11-dihydrodibenzothiepin-10-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With triethylamine; potassium iodide In toluene Heating;73%
62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

65347-55-9

3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

1-{3-[4-(1H-Indol-3-yl)-3,6-dihydro-2H-pyridin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide for 18h; Heating;69%
27139-61-3

8-methylthio-10-piperazino-10,11-dihydrodibenzothiepin

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

121943-06-4

1-(3-(4-(8-(methylthio)-10,11-dihydrodibenzothiepin-10-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With triethylamine; potassium iodide In toluene Heating;67%
4774-29-2

1-(10,11-dihydrodibenzo[b,f]thiepin-10-yl)piperazine

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

121943-00-8

1-(3-(4-(10,11-dihydrodibenzothiepin-10-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With triethylamine; potassium iodide In toluene Heating;65%
121942-90-3

1-(2-methyl-6,11-dihydrodibenzothiepin-11-yl)piperazine

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

121942-96-9

1-(3-(4-(2-methyl-6,11-dihydrodibenzothiepin-11-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With triethylamine; potassium iodide In toluene Heating;65%
841-77-0

diphenylmethylpiperazine

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

60607-34-3

oxatomide

Conditions
ConditionsYield
With triethylamine; potassium iodide In toluene for 20h; Heating;64%
17403-09-7

3-(4-piperidinyl)-1H-indole

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

97181-10-7

N-{3-[4-(3-indolyl)-piperidino]-propyl}-benzimidazolone

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide for 28h; Heating;61%
69159-50-8

1-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)piperazine

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

121942-92-5

1-(3-(4-(10,11-dihydro-5H-dibenzocycloheptene-5-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With triethylamine; potassium iodide In toluene Heating;60%
88536-11-2

4-propyloxypiperidine

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

509147-41-5

1-(3-(4-Butylpiperidine-1-yl)propyl)-1,3-dihydro-benzimidazol-2-one

Conditions
ConditionsYield
With potassium carbonate; sodium iodide60%
With potassium carbonate; sodium iodide60%
247571-59-1

5-allyl-5H-[1,2,4]triazino[5,6-b]indole-3-thiol

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

442653-38-5

1-(3-(5-allyl-5H-[1,2,4]triazino[5,6-b]indol-3-ylthio)propyl)-1H-benzo[d]imidazol-2(3H)-one

Conditions
ConditionsYield
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%
87233-69-0

1-(2-ethoxyethyl)-2-(1-piperazinyl)-1H-benzimidazole

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

127533-18-0

1-<3-<4-<1-(2-ethoxyethyl)-1H-benzimidazol-2-yl>-1-piperazinyl>propyl>-1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With potassium carbonate In toluene for 14h; Heating;53%
121942-91-4

1-(4,9-dihydrothieno<2,3-c>-2-benzothiepin-4-yl)piperazine

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

121942-98-1

1-(3-(4-(4,9-dihydrothieno<2,3-c>-2-benzothiepin-4-yl)-1-piperazinyl)propyl)-1,3-dihydro-2H-benzimidazol-2-one

Conditions
ConditionsYield
With triethylamine; potassium iodide In toluene Heating;50%

4-(indolyl-2)-piperidine

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

4-(indolyl-2)-1-benzimidazolonylpropyl-piperidine

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide for 18h; Heating;49%
304003-33-6

5-allyl-8-methyl-5H-[1,2,4]triazino[5,6-b]indole-3-thiol

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

1207874-69-8

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
ConditionsYield
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%
550369-44-3

4-ethylpiperidin-4-ol

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

1-[3-(4-Ethyl-4-hydroxypiperidin-1-yl)propyl]-1,3-dihydrobenzoimidazol-2-one

Conditions
ConditionsYield
With sodium carbonate; sodium iodide In acetonitrile for 4h; Heating / reflux;43%
84163-17-7

6-Methoxy-3-(4-piperidyl)-1,2-benzisoxazole hydrobromide

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

84243-01-6

1-{3-[4-(6-Methoxy-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one

Conditions
ConditionsYield
With sodium carbonate; potassium iodide In various solvent(s) at 117℃; for 16h;37%
84163-16-6

4-(5-fluoro-1,2-benzisoxazol-3-yl)piperidine hydrochloride

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

84242-99-9

1-{3-[4-(5-Fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one

Conditions
ConditionsYield
With sodium carbonate; potassium iodide In various solvent(s) at 117℃; for 8h;36%
84163-15-5

5,6-dimethoxy-3-(4-piperidyl)-1,2-benzisoxazole hydrobromide

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

84243-16-3

1-{3-[4-(5,6-Dimethoxy-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one

Conditions
ConditionsYield
With sodium carbonate; potassium iodide In various solvent(s) at 117℃; for 6h;28%
84163-13-3

6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

84243-00-5

1-{3-[4-(6-Fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one

Conditions
ConditionsYield
With sodium carbonate; potassium iodide In various solvent(s) at 117℃; for 12h;27%
95742-20-4

4-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

84243-18-5

4-fluoro-3-<1-<3-(1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)propyl>-4-piperidinyl>-1,2-benzisoxazole

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 90℃; for 6h;26%
66611-26-5

5-methoxy-3-(1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

97181-09-4

1-{3-[4-(5-Methoxy-1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; N,N-dimethyl-formamide for 6h; Heating;25%
84163-22-4

3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

84231-49-2

1-[3-(4-Benzo[d]isoxazol-3-yl-piperidin-1-yl)-propyl]-1,3-dihydro-benzoimidazol-2-one

Conditions
ConditionsYield
With sodium carbonate; potassium iodide In various solvent(s) at 117℃; for 6h;23%
22093-38-5

4-Butyl-piperidin-4-ol

62780-89-6

1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one

1-[3-(4-Butyl-4-hydroxypiperidin-1-yl)propyl]-1,3-dihydrobenzoimidazol-2-one

Conditions
ConditionsYield
With sodium carbonate; sodium iodide In acetonitrile for 2h; Heating / reflux;23%

1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one Chemical Properties

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)

1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 22
R22:Harmful if swallowed.
Safety Statements: 38-28A

1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one Specification

  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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