Product Name

  • Name

    5,11-Dihydro-11-chloroacetyl-6H-pyrido[2,3-b][1,4]benzodiazepine-6-one

  • EINECS 249-227-9
  • CAS No. 28797-48-0
  • Article Data8
  • CAS DataBase
  • Density 1.415 g/cm3
  • Solubility
  • Melting Point
  • Formula C14H10ClN3O2
  • Boiling Point 481.1 °C at 760 mmHg
  • Molecular Weight 287.705
  • Flash Point 244.7 °C
  • Transport Information
  • Appearance White or off-white crystalline powder
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 28797-48-0 (5,11-Dihydro-11-chloroacetyl-6H-pyrido[2,3-b][1,4]benzodiazepine-6-one)
  • Hazard Symbols
  • Synonyms 5,11-dihydro-11-chloroacetyl-6h-pyrido[2,3-b][1,4]benzodiazepine-6-one;11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one;5,11-DIHYDRO-11-CHLOROACETYL-6H-PYRIDO[2,3-B][1,4]BENZODIAZEPINE-6-ONE[INTERMEDIATES OF PIRENZEPINE];5,11-Dihydro-11-Chloroacetyl-6H-Pyrido[2,3-B][1,4]Benzodiazepin-6-One;5,11-DIHYDRO-11-CHLOROACETYL-6H-PYRIDOP2,3-B][1,4]BENZODIAZEPINE-6-ONE;11-(CHLOROACETYL)-5,11-DIHYDRO-6H-PYRIDO[3,2-C][2]BENZAZEPIN-6-ONE
  • PSA 67.75000
  • LogP 2.31900

Synthetic route

chloroacetyl chloride
79-04-9

chloroacetyl chloride

5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one
885-70-1

5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane for 8h; Heating;70%
With triethylamine In 1,4-dioxane for 8h; Heating;53%
With triethylamine In 1,4-dioxane for 5h; Heating;
ortho-nitrobenzoic acid
552-16-9

ortho-nitrobenzoic acid

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: oxalyl chloride; DMF / tetrahydrofuran / 1 h / Heating
2: 5.55 g / pyridine / tetrahydrofuran / 2 h / 20 °C
3: 86 percent / aq. HCl; SnCl2 / 0.25 h / 100 °C
4: 80 percent / 0.08 h / 205 °C
5: 70 percent / Et3N / dioxane / 8 h / Heating
View Scheme
Multi-step reaction with 5 steps
1: thionyl chloride / toluene / 2 h / Reflux
2: triethylamine / dichloromethane / 1 h / 15 - 30 °C
3: acetic acid; iron / ethanol / 3 h / 60 - 70 °C
4: potassium iodide / toluene / 3 h / Reflux
5: triethylamine / toluene / 2 h / 15 - 25 °C
View Scheme
2-amino-N-(2-chloropyridin-3-yl)benzamide
956-30-9

2-amino-N-(2-chloropyridin-3-yl)benzamide

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80 percent / 0.08 h / 205 °C
2: 70 percent / Et3N / dioxane / 8 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 0.08 h / 210 °C
2: 53 percent / triethylamine / dioxane / 8 h / Heating
View Scheme
N-(2-chloro-pyridin-3-yl)-2-nitro-benzamide
1028-86-0

N-(2-chloro-pyridin-3-yl)-2-nitro-benzamide

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 86 percent / aq. HCl; SnCl2 / 0.25 h / 100 °C
2: 80 percent / 0.08 h / 205 °C
3: 70 percent / Et3N / dioxane / 8 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: acetic acid; iron / ethanol / 3 h / 60 - 70 °C
2: potassium iodide / toluene / 3 h / Reflux
3: triethylamine / toluene / 2 h / 15 - 25 °C
View Scheme
2-nitrobenzyl chloride
610-14-0

2-nitrobenzyl chloride

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 5.55 g / pyridine / tetrahydrofuran / 2 h / 20 °C
2: 86 percent / aq. HCl; SnCl2 / 0.25 h / 100 °C
3: 80 percent / 0.08 h / 205 °C
4: 70 percent / Et3N / dioxane / 8 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 1 h / 15 - 30 °C
2: acetic acid; iron / ethanol / 3 h / 60 - 70 °C
3: potassium iodide / toluene / 3 h / Reflux
4: triethylamine / toluene / 2 h / 15 - 25 °C
View Scheme
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: acetonitrile / 3 h / Heating
2: 28 percent / acetic acid / 11 h / Heating
3: 5percentPd on active carbon / pyridine / 17 h / Heating
4: 53 percent / triethylamine / dioxane / 8 h / Heating
View Scheme
isatoic anhydride
118-48-9

isatoic anhydride

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: acetonitrile / 3 h / Heating
2: 28 percent / acetic acid / 11 h / Heating
3: 5percentPd on active carbon / pyridine / 17 h / Heating
4: 53 percent / triethylamine / dioxane / 8 h / Heating
View Scheme
2,3,4,4a,5,11-hexahydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one
84772-31-6

2,3,4,4a,5,11-hexahydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 5percentPd on active carbon / pyridine / 17 h / Heating
2: 53 percent / triethylamine / dioxane / 8 h / Heating
View Scheme
3-(2'-aminobenzoyl)aminopiperidin-2-one
84772-30-5

3-(2'-aminobenzoyl)aminopiperidin-2-one

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 28 percent / acetic acid / 11 h / Heating
2: 5percentPd on active carbon / pyridine / 17 h / Heating
3: 53 percent / triethylamine / dioxane / 8 h / Heating
View Scheme
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

6-benzylaminohexanoic acid {8-[(6-benzylaminohexanoyl)methylamino]octyl}methylamide
214750-99-9

6-benzylaminohexanoic acid {8-[(6-benzylaminohexanoyl)methylamino]octyl}methylamide

N1,N22-bis<<(5,11-dihydro-6-oxo-6H-pyrido<2,3-b><1,4>benzodiazepin-11-yl)crbonyl>methyl>-N1,N22-dibenzyl-7,16-dimethyl-6,17-dioxo-7,16-diaza-1,22-docosanediamine

N1,N22-bis<<(5,11-dihydro-6-oxo-6H-pyrido<2,3-b><1,4>benzodiazepin-11-yl)crbonyl>methyl>-N1,N22-dibenzyl-7,16-dimethyl-6,17-dioxo-7,16-diaza-1,22-docosanediamine

Conditions
ConditionsYield
With triethylamine; potassium iodide In N,N-dimethyl-formamide97%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

N-(20-azido-3,6,9,12,15,18-hexaoxaicos-1-yl)piperazine TFA salt

N-(20-azido-3,6,9,12,15,18-hexaoxaicos-1-yl)piperazine TFA salt

11-{[4-(2-{2-[2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethyl)-piperazin-1-yl]-acetyl}-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one
850723-34-1

11-{[4-(2-{2-[2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethyl)-piperazin-1-yl]-acetyl}-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one

Conditions
ConditionsYield
With triethylamine In acetonitrile for 2h; Heating;96%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

5-<(6-diethylamino)hexyloxy>-1,2,3,4-tetrahydroisoquinoline
230953-29-4

5-<(6-diethylamino)hexyloxy>-1,2,3,4-tetrahydroisoquinoline

11-(<5-<(6-diethylamino)hexyloxy>-1,2,3,4-tetrahydro-2-isoquinolinyl>-acetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

11-(<5-<(6-diethylamino)hexyloxy>-1,2,3,4-tetrahydro-2-isoquinolinyl>-acetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 5h; Heating;94%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

pirenzepine
28797-61-7

pirenzepine

Conditions
ConditionsYield
In benzene for 18h; Heating; Further byproducts given. Yields of byproduct given;87%
4-[3-(piperidin-1-yl)propyl]piperidine
122373-82-4

4-[3-(piperidin-1-yl)propyl]piperidine

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

5,11-dihydro-11-[[4-[3-(1-piperidinyl)propyl]-1-piperidinyl]-acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

5,11-dihydro-11-[[4-[3-(1-piperidinyl)propyl]-1-piperidinyl]-acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Conditions
ConditionsYield
87%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

N,N-diethyl-N'-benzyl-1,6-hexanediamine
158094-54-3

N,N-diethyl-N'-benzyl-1,6-hexanediamine

N-<<(5,11-dihydro-6-oxo-6H-pyrido<2,3-b><1,4>-benzodiazepin-11-yl)carbonyl>methyl>-N-benzyl-N',N'-diethyl-1,6-hexanediamine
158094-55-4

N-<<(5,11-dihydro-6-oxo-6H-pyrido<2,3-b><1,4>-benzodiazepin-11-yl)carbonyl>methyl>-N-benzyl-N',N'-diethyl-1,6-hexanediamine

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 72h; Ambient temperature;86%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

3-diethylaminomethyl-1,2,3,4-tetrahydroisoquinoline
230953-12-5

3-diethylaminomethyl-1,2,3,4-tetrahydroisoquinoline

(+/-)-11-<<3-(diethylaminomethyl)-1,2,3,4-tetrahydro-2-isoquinolyl>acetyl>-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

(+/-)-11-<<3-(diethylaminomethyl)-1,2,3,4-tetrahydro-2-isoquinolyl>acetyl>-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 5h; Heating;86%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

5-<(4-diethylamino)butyloxy>-1,2,3,4-tetrahydroisoquinoline
230953-27-2

5-<(4-diethylamino)butyloxy>-1,2,3,4-tetrahydroisoquinoline

11-(<5-<(4-diethylamino)butoxy>-1,2,3,4-tetrahydro-2-isoquinolinyl>-acetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

11-(<5-<(4-diethylamino)butoxy>-1,2,3,4-tetrahydro-2-isoquinolinyl>-acetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 5h; Heating;83%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

1-{2-[2-(2-azidoethoxy)ethoxy]ethyl}piperazine TFA salt

1-{2-[2-(2-azidoethoxy)ethoxy]ethyl}piperazine TFA salt

11-[(4-{2-[2(2-Azidoethoxy)ethoxy]ethyl}piperazine-1-yl)acetyl]-5,11-dihydro-6H-pyrido-[2,3-b][1,4]benzodiazepine-6-one
850723-28-3

11-[(4-{2-[2(2-Azidoethoxy)ethoxy]ethyl}piperazine-1-yl)acetyl]-5,11-dihydro-6H-pyrido-[2,3-b][1,4]benzodiazepine-6-one

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 20h; Heating;82%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Cycloheptyl-methyl-piperidin-2-ylmethyl-amine
120990-89-8

Cycloheptyl-methyl-piperidin-2-ylmethyl-amine

11-(2-{2-[(Cycloheptyl-methyl-amino)-methyl]-piperidin-1-yl}-acetyl)-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one
120990-69-4

11-(2-{2-[(Cycloheptyl-methyl-amino)-methyl]-piperidin-1-yl}-acetyl)-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 5h; Heating;80%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

2-<(N,N-Dipropylamino)methyl>piperidine
120990-90-1

2-<(N,N-Dipropylamino)methyl>piperidine

11-[2-(2-Dipropylaminomethyl-piperidin-1-yl)-acetyl]-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one
120990-70-7

11-[2-(2-Dipropylaminomethyl-piperidin-1-yl)-acetyl]-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 5h; Heating;76%
1-(2-methyl-prop-2-en-1-yl)-piperazine
57184-27-7

1-(2-methyl-prop-2-en-1-yl)-piperazine

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

11-{[4-(2-methyl-allyl)-piperazin-1-yl]-acetyl}-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one
69628-20-2

11-{[4-(2-methyl-allyl)-piperazin-1-yl]-acetyl}-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In ethanol; pyrographite75%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

2-[3-(diethylamino)propyl]piperidine
120990-83-2

2-[3-(diethylamino)propyl]piperidine

11-[[2-[3-(Diethylamino)propyl]-1-piperidinyl]acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
120990-63-8

11-[[2-[3-(Diethylamino)propyl]-1-piperidinyl]acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 5h; Heating;74%
74%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

5-<(7-diethylamino)heptyloxy>-1,2,3,4-tetrahydroisoquinoline
230953-30-7

5-<(7-diethylamino)heptyloxy>-1,2,3,4-tetrahydroisoquinoline

11-(<5-<(7-diethylamino)heptyloxy>-1,2,3,4-tetrahydro-2-isoquinolinyl>-acetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

11-(<5-<(7-diethylamino)heptyloxy>-1,2,3,4-tetrahydro-2-isoquinolinyl>-acetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 5h; Heating;73%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

C57H74N10O4
152429-67-9

C57H74N10O4

C71H83N13O6
152429-68-0

C71H83N13O6

Conditions
ConditionsYield
With triethylamine; potassium iodide In N,N-dimethyl-formamide for 72h; Ambient temperature;70%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

2-methyl-4-nitro-1H-imidazole
696-23-1

2-methyl-4-nitro-1H-imidazole

5,11-dihydro-11-<(2'-methyl-4'-nitroimidazo-1'-yl)-acetyl>-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

5,11-dihydro-11-<(2'-methyl-4'-nitroimidazo-1'-yl)-acetyl>-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Conditions
ConditionsYield
With sodium hydride In methanol; N,N-dimethyl-formamide; paraffin 1.) 0 deg C, 30 min; 2.) rt, 18 h;70%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Tripitramine
152429-64-6

Tripitramine

1,1,24,24-tetrakis<<(5,11-dihydro-6-oxo-6H-pyrido<2,3-b><1,4>benzodiazepin-11-yl)carbonyl>methyl>-8,17-dimethyl-1,8,17,24-tetraazatetracosane

1,1,24,24-tetrakis<<(5,11-dihydro-6-oxo-6H-pyrido<2,3-b><1,4>benzodiazepin-11-yl)carbonyl>methyl>-8,17-dimethyl-1,8,17,24-tetraazatetracosane

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 18h; Ambient temperature;70%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

N-<<(5,11-dihydro-6-oxo-6H-pyrido<2,3-b><1,4>-benzodiazepin-11-yl)carbonyl>methyl>-N',N'-diethyl-1,6-hexanediamine
745766-44-3

N-<<(5,11-dihydro-6-oxo-6H-pyrido<2,3-b><1,4>-benzodiazepin-11-yl)carbonyl>methyl>-N',N'-diethyl-1,6-hexanediamine

N,N-bis-<<(5,11-dihydro-6-oxo-6H-pyrido<2,3-b><1,4>-benzodiazepin-11-yl)carbonyl>methyl>-N',N'-diethyl-1,6-hexanediamine

N,N-bis-<<(5,11-dihydro-6-oxo-6H-pyrido<2,3-b><1,4>-benzodiazepin-11-yl)carbonyl>methyl>-N',N'-diethyl-1,6-hexanediamine

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 12h; Ambient temperature;70%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

5-<(5-diethylamino)pentyloxy>-1,2,3,4-tetrahydroisoquinoline
230953-28-3

5-<(5-diethylamino)pentyloxy>-1,2,3,4-tetrahydroisoquinoline

11-(<5-<(5-diethylamino)pentyloxy>-1,2,3,4-tetrahydro-2-isoquinolinyl>-acetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

11-(<5-<(5-diethylamino)pentyloxy>-1,2,3,4-tetrahydro-2-isoquinolinyl>-acetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 5h; Heating;70%
1-(3-methyl-but-2-enyl)-piperazine
69541-13-5

1-(3-methyl-but-2-enyl)-piperazine

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

5,11-Dihydro-11-{[4-(3-methyl-but-2-enyl)-1-piperazinyl]acetyl}-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one dihydrochloride

5,11-Dihydro-11-{[4-(3-methyl-but-2-enyl)-1-piperazinyl]acetyl}-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride; sodium carbonate In ethanol; isopropyl alcohol70%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Ethyl-[4-(4-ethyl-piperazin-1-yl)-benzyl]-piperidin-2-ylmethyl-amine

Ethyl-[4-(4-ethyl-piperazin-1-yl)-benzyl]-piperidin-2-ylmethyl-amine

11-{2-[2-({Ethyl-[4-(4-ethyl-piperazin-1-yl)-benzyl]-amino}-methyl)-piperidin-1-yl]-acetyl}-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one

11-{2-[2-({Ethyl-[4-(4-ethyl-piperazin-1-yl)-benzyl]-amino}-methyl)-piperidin-1-yl]-acetyl}-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile68%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

dimethyl amine
124-40-3

dimethyl amine

5,11-dihydro-11-<2-(dimethylamino)-1-oxoethyl>-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one
96437-72-8

5,11-dihydro-11-<2-(dimethylamino)-1-oxoethyl>-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Conditions
ConditionsYield
In acetone for 2h; Ambient temperature;67%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

5-<(3-diethylamino)propoxy>-1,2,3,4-tetrahydroisoquinoline
230953-26-1

5-<(3-diethylamino)propoxy>-1,2,3,4-tetrahydroisoquinoline

11-(<5-<(3-diethylamino)propoxy>-1,2,3,4-tetrahydro-2-isoquinolinyl>-acetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

11-(<5-<(3-diethylamino)propoxy>-1,2,3,4-tetrahydro-2-isoquinolinyl>-acetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 5h; Heating;66%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Cyclohexyl-methyl-piperidin-2-ylmethyl-amine
121053-96-1

Cyclohexyl-methyl-piperidin-2-ylmethyl-amine

11-(2-{2-[(Cyclohexyl-methyl-amino)-methyl]-piperidin-1-yl}-acetyl)-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one
120990-68-3

11-(2-{2-[(Cyclohexyl-methyl-amino)-methyl]-piperidin-1-yl}-acetyl)-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 5h; Heating;65%
1H-imidazole
288-32-4

1H-imidazole

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

5,11-dihydro-11-<(imidazo-1'-yl)-acetyl>-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one
79276-54-3

5,11-dihydro-11-<(imidazo-1'-yl)-acetyl>-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Conditions
ConditionsYield
In benzene for 1.5h; Heating;64.5%
11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

5-<(2-diethylamino)ethoxy>-1,2,3,4-tetrahydroisoquinoline
230953-25-0

5-<(2-diethylamino)ethoxy>-1,2,3,4-tetrahydroisoquinoline

11-(<5-<(2-diethylamino)ethoxy>-1,2,3,4-tetrahydro-2-isoquinolinyl>-acetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

11-(<5-<(2-diethylamino)ethoxy>-1,2,3,4-tetrahydro-2-isoquinolinyl>-acetyl)-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 5h; Heating;64%
3-[3-[3-(diethylaminocarbonyl)-1-piperidinyl]-propyl]piperidine
123548-32-3

3-[3-[3-(diethylaminocarbonyl)-1-piperidinyl]-propyl]piperidine

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

11-[[3-[3-[3-(Diethylaminocarbonyl)-1-piperidinyl]propyl]-1-piperidinyl]acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]-benzodiazepin-6-one
123548-10-7

11-[[3-[3-[3-(Diethylaminocarbonyl)-1-piperidinyl]propyl]-1-piperidinyl]acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]-benzodiazepin-6-one

Conditions
ConditionsYield
In N-methyl-acetamide64%
1-diethylaminomethyl-1,2,3,4-tetrahydroisoquinoline
135709-79-4

1-diethylaminomethyl-1,2,3,4-tetrahydroisoquinoline

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

(+/-)-11-<<1-(diethylaminomethyl)-1,2,3,4-tetrahydro-2-isoquinolyl>acetyl>-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

(+/-)-11-<<1-(diethylaminomethyl)-1,2,3,4-tetrahydro-2-isoquinolyl>acetyl>-5,11-dihydro-6H-pyrido<2,3-b><1,4>benzodiazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 5h; Heating;63%
propan-1-ol
71-23-8

propan-1-ol

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
28797-48-0

11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

4-(2-(piperazin-1-yl)ethyl)morpholine
4892-89-1

4-(2-(piperazin-1-yl)ethyl)morpholine

11-{[4-(2-morpholin-4-yl-ethyl)-piperazin-1-yl]-acetyl}-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one
69628-27-9

11-{[4-(2-morpholin-4-yl-ethyl)-piperazin-1-yl]-acetyl}-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one

Conditions
ConditionsYield
With sodium carbonate In ethanol63%

5,11-Dihydro-11-chloroacetyl-6H-pyrido[2,3-b][1,4]benzodiazepine-6-one Chemical Properties

Molecular Structure of 5,11-Dihydro-11-chloroacetyl-6H-pyrido[2,3-b][1,4]benzodiazepine-6-one (CAS NO.28797-48-0):

IUPAC Name: 11-(2-chloroacetyl)-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one
Empirical Formula: C14H10ClN3O2
Molecular Weight: 287.7011
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 53.51 Å2
Index of Refraction: 1.637
Molar Refractivity: 72.98 cm3
Molar Volume: 203.2 cm3
Surface Tension: 59.2 dyne/cm
Density: 1.415 g/cm3
Flash Point: 244.7 °C
Enthalpy of Vaporization: 74.57 kJ/mol
Boiling Point: 481.1 °C at 760 mmHg
Vapour Pressure: 2.06E-09 mmHg at 25°C
InChI
InChI=1/C14H10ClN3O2/c15-8-12(19)18-11-6-2-1-4-9(11)14(20)17-10-5-3-7-16-13(10)18/h1-7H,8H2,(H,17,20)
Smiles
N1(c2c(C(=O)Nc3c1nccc3)cccc2)C(=O)CCl

5,11-Dihydro-11-chloroacetyl-6H-pyrido[2,3-b][1,4]benzodiazepine-6-one Specification

  5,11-Dihydro-11-chloroacetyl-6H-pyrido[2,3-b][1,4]benzodiazepine-6-one , with CAS number of 28797-48-0, can be called 11-(Chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one ; 6H-pyrido[2,3-b][1,4]benzodiazepin-6-one, 11-(2-chloroacetyl)-5,11-dihydro- ; 6H-Pyrido[2,3-b][1,4]benzodiazepin-6-one, 11-(chloroacetyl)-5,11-dihydro- ; (6H)Pyrido[2,3-b][1,4]benzodiazepin-6-one, 5-hydro-11-(monochloromethyl)carbonyl- ; 11-(Chloroacetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one .

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