piperazine
1,4-benzodioxane-2-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
Stage #1: 1,4-benzodioxane-2-carboxylic acid With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 0 - 5℃; for 0.25h; Stage #2: piperazine With pyridine In dichloromethane at 20℃; for 0.5h; | 96% |
With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In dichloromethane at 20℃; for 0.166667h; | 95% |
With 1,1,1,3,3,3-hexamethyl-disilazane at 110℃; for 5h; | 91% |
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 84% |
With 1,1,1,3,3,3-hexamethyl-disilazane at 110℃; for 15h; | 32% |
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 1.25h; | 96% |
piperazine
ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
at 110℃; for 3h; | 94% |
In methanol; isopropyl alcohol Heating; | 73.13% |
at 75℃; for 4 - 10h; | 30% |
piperazine
ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate
B
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
at 75 - 80℃; for 10h; | A 11% B 89% |
at 70 - 80℃; for 6h; | A 12% B 65% |
piperazine
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
at 110℃; for 5h; |
benzene-1,2-diol
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 85 percent / potassium hydroxide; polyethylene glycol-400; potassium carbonate / toluene / 3.75 h / Heating 2: 65 percent / 6 h / 70 - 80 °C View Scheme |
1,4-benzodioxane-2-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2 h / 110 °C 2: 5 h / 110 °C View Scheme | |
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate / dichloromethane / -15 °C / Inert atmosphere 2: trifluoroacetic acid / dichloromethane / 1.25 h / 0 - 20 °C View Scheme |
2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium hydroxide; potassium permanganate / water / 0 °C 2: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate / dichloromethane / -15 °C / Inert atmosphere 3: trifluoroacetic acid / dichloromethane / 1.25 h / 0 - 20 °C View Scheme |
2-Iodophenol
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide; water; ethyl acetate / 24 h / 50 °C 2: sodium tetrahydroborate / tetrahydrofuran; methanol / 6 h / 0 °C 3: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / toluene / 90 °C / Sealed tube; Inert atmosphere 4: potassium hydroxide; potassium permanganate / water / 0 °C 5: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate / dichloromethane / -15 °C / Inert atmosphere 6: trifluoroacetic acid / dichloromethane / 1.25 h / 0 - 20 °C View Scheme |
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: sodium tetrahydroborate / tetrahydrofuran; methanol / 6 h / 0 °C 2: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / toluene / 90 °C / Sealed tube; Inert atmosphere 3: potassium hydroxide; potassium permanganate / water / 0 °C 4: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate / dichloromethane / -15 °C / Inert atmosphere 5: trifluoroacetic acid / dichloromethane / 1.25 h / 0 - 20 °C View Scheme |
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / toluene / 90 °C / Sealed tube; Inert atmosphere 2: potassium hydroxide; potassium permanganate / water / 0 °C 3: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate / dichloromethane / -15 °C / Inert atmosphere 4: trifluoroacetic acid / dichloromethane / 1.25 h / 0 - 20 °C View Scheme |
2-chloro-4-hydroxyl-6,7-dimethoxyquinazoline
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
In butan-1-ol for 1h; Temperature; Solvent; Reflux; | 95% |
7-chloro-1-(2,4-difluorophenyl)-1,4-dihydro-8-methyl-6-nitro-4-oxoquinolone-3-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
1-(2,4-difluorophenyl)-1,4-dihydro-7-(4-(2,3-dihydrobenzo[b][1,4]dioxin-2-oyl)piperazin-1-yl)-8-methyl-6-nitro-4-oxoquinoline-3-carboxylic acid
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide Microwave irradiation; | 93% |
1-tert-butyl-7-chloro-1-1,4-dihydro-8-methyl-6-nitro-4-oxoquinolone-3-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
1-tert-butyl-1,4-dihydro-8-methyl-7-(4-(2,3-dihydrobenzo[b][1,4]dioxin-2-oyl)piperazin-1-yl)-8-methyl-6-nitro-4-oxoquinoline-3-carboxylic acid
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide Microwave irradiation; | 91% |
7-chloro-1-cyclopropyl-1,4-dihydro-8-methyl-6-nitro-4-oxoquinolone-3-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
1-cyclopropyl-1,4-dihydro-7-(4-(2,3-dihydrobenzo[b][1,4]dioxin-2-oyl)piperazin-1-yl)-8-methyl-6-nitro-4-oxoquinoline-3-carboxylic acid
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide Microwave irradiation; | 90% |
4-Chlorophenyl isothiocyanate
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; Cooling; | 90% |
2-chloro-6,7-dimethoxyquinazolin-4-amine
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
4-amino-2-[4-(1,4-benzodioxan-2-carbonyl)piperazin-1-yl]-6,7-dimethoxyquinazoline hydrochloride
Conditions | Yield |
---|---|
In butan-1-ol for 3.5h; Heating; | 88% |
In butan-1-ol for 5h; Heating; | |
In N-methyl-acetamide; water; butan-1-ol |
2-chloro-6,7-dimethoxyquinazolin-4-amine
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
doxazosin
Conditions | Yield |
---|---|
In butan-1-ol Reflux; | 88% |
In butan-1-ol for 5h; Heating; | 83% |
2-chloro-6,7-dimethoxyquinazolin-4-amine
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
In butan-1-ol Reflux; | 87.9% |
1-(4-fluorophenyl)-1,4-dihydro-7-methoxy-6-nitro-4-oxo-1,8-naphthyridine-3-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide microwave irradiation; | 85% |
(S)-9,10-difluoro-3-methyl-8-nitro-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
In dimethyl sulfoxide microwave irradiation; | 83% |
1-cyclopropyl-6,7-difluoro-1,4-dihydro-5-nitro-8-methoxy-4-oxoquinoline-3-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
C27H25FN4O9
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide for 0.0333333h; microwave irradiation; | 83% |
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
7-chloro-1-(4-fluorophenyl)-1,4-dihydro-6-nitro-4-oxoquinoline-3-carboxylic acid
7-(4-(2,3-dihydrobenzo[b][1,4]dioxin-2-ylcarbonyl)piperazin-1-yl)-1-(4-fluorophenyl)-1,4-dihydro-6-nitro-4-oxoquinoline-3-carboxylic acid
Conditions | Yield |
---|---|
In dimethyl sulfoxide Microwave irradiation; | 83% |
formaldehyd
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
With copper(l) iodide In 1,4-dioxane at 120℃; for 1h; | 81% |
1-cyclopropyl-1,4-dihydro-7-methoxy-6-nitro-4-oxo-1,8-naphthyridine-3-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide microwave irradiation; | 77% |
2-chloro-3-fluoro-5,12-dihydro-5-oxobenzothiazolo<3,2-a>quinoline-6-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
C29H22FN3O6S
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide microwave irradiation; | 77% |
2-chloro-3-nitro-5,12-dihydro-5-oxobenzothiazolo[3,2-a]quinoline-6-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
C29H22N4O8S
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide microwave irradiation; | 75% |
1-tert-butyl-1,4-dihydro-7-methoxy-6-nitro-4-oxo-1,8-naphthyridine-3-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide microwave irradiation; | 73% |
1-tert-butyl-7-chloro-1,4-dihydro-6-nitro-4-oxoquinoline-3-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
1-tert-butyl-7-(4-(2,3-dihydrobenzo[b][1,4]dioxin-2-ylcarbonyl)piperazin-1-yl)-1,4-dihydro-6-nitro-4-oxoquinoline-3-carboxylic acid
Conditions | Yield |
---|---|
In dimethyl sulfoxide Microwave irradiation; | 71% |
levofloxacin Q-acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
In dimethyl sulfoxide microwave irradiation; | 70% |
1-cyclopropyl-6-nitro-4-oxo-7-chloro-1,4-dihydroquinoline-3-carboxylic acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
1-cyclopropyl-7-(4-(2,3-dihydrobenzo[b][1,4]dioxin-2-ylcarbonyl)piperazin-1-yl)-1,4-dihydro-6-nitro-4-oxoquinoline-3-carboxylic acid
Conditions | Yield |
---|---|
In dimethyl sulfoxide Microwave irradiation; | 70% |
4-chloro-5-(4-chlorophenyl)thieno[2,3-d]pyrimidine-6-carbonitrile
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
5-(4-chlorophenyl)-4-(2,3-dihydrobenzo[b][1,4]dioxin-3-yl)(piperazin-1-yl)methanone-thieno[2,3-d]pyrimidine-6-carbonitrile
Conditions | Yield |
---|---|
In neat (no solvent) at 120 - 130℃; for 6h; Sealed tube; | 66% |
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid
C27H26FN3O7
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide for 0.0333333h; microwave irradiation; | 64% |
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In acetonitrile Reflux; | 57% |
D-tartaric acid
(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)(piperazin-1-yl)methanone
Conditions | Yield |
---|---|
In water; acetonitrile at 80℃; | 50% |
Molecular Structure of Methanone,(2,3-dihydro-1,4-benzodioxin-2-yl)-1-piperazinyl- (CAS NO.70918-00-2):
Molecular Formula: C13H16N2O3
Molecular Weight: 248.2777
IUPAC Name: 2,3-Dihydro-1,4-benzodioxin-3-yl(piperazin-1-yl)methanone
Synonyms of Methanone,(2,3-dihydro-1,4-benzodioxin-2-yl)-1-piperazinyl- (CAS NO.70918-00-2): 1-(1,4-Benzodioxane-2-carbonyl)piperazine ; 1-[(2,3-Dihydro-1,4-benzodiaxan-2-yl)carbonyl]piperazine
CAS NO: 70918-00-2
Index of Refraction: 1.565
Molar Refractivity: 64.95 cm3
Molar Volume: 199.1 cm3
Surface Tension: 47 dyne/cm
Density: 1.246 g/cm3
Flash Point: 218.2 °C
Enthalpy of Vaporization: 69.38 kJ/mol
Boiling Point: 437.2 °C at 760 mmHg
Vapour Pressure: 7.62E-08 mmHg at 25°C
Hazard Codes of Methanone,(2,3-dihydro-1,4-benzodioxin-2-yl)-1-piperazinyl- (CAS NO.70918-00-2): Xi
HazardClass: IRRITANT
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