Product Name

  • Name

    Benz[cd]indol-2(1H)-one

  • EINECS 204-973-4
  • CAS No. 130-00-7
  • Article Data63
  • CAS DataBase
  • Density 1.327 g/cm3
  • Solubility
  • Melting Point 173-178 °C(lit.)
  • Formula C11H7NO
  • Boiling Point 234.7 °C at 760 mmHg
  • Molecular Weight 169.183
  • Flash Point 128.9 °C
  • Transport Information
  • Appearance light yellow powder
  • Safety 24/25
  • Risk Codes 22
  • Molecular Structure Molecular Structure of 130-00-7 (Benz[cd]indol-2(1H)-one)
  • Hazard Symbols HarmfulXn
  • Synonyms Naphthostyril(6CI,7CI);1,8-Naphtholactam;2(1H)-Perinaphthazolone;2(1H)-peri-Naphthazolone;Naphtholactam;
  • PSA 32.86000
  • LogP 2.11910

Synthetic route

1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl 4-methylbenzenesulfonate
5551-72-4

1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl 4-methylbenzenesulfonate

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
Stage #1: 1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl 4-methylbenzenesulfonate With sodium hydroxide In ethanol; water for 3h; Reflux;
Stage #2: With hydrogenchloride In water at 75℃;
Stage #3: In ethanol; water for 3h; Reflux;		94%
With sodium hydroxide In ethanol; water at 20℃; for 3h; Reflux;83%
With sodium hydroxide In ethanol; water for 3h; Reflux;83%
Stage #1: 1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl 4-methylbenzenesulfonate With sodium hydroxide In ethanol; water for 3h; Reflux;
Stage #2: With hydrogenchloride In ethanol; water at 20℃; for 0.5h;		82%
With water; sodium hydroxide In ethanol for 3h; Reflux;82%
N-hydroxy-1,8-naphthalenedicarboximide
7797-81-1

N-hydroxy-1,8-naphthalenedicarboximide

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 3h; Reflux;94%
With sodium hydroxide In water for 2h; Reflux;91.7%
With p-toluenesulfonyl chloride for 1h; Heating;1.38 g
Multi-step reaction with 2 steps
1.1: 1 h / 95 °C
2.1: sodium hydroxide / ethanol; water / 3 h / Reflux
2.2: 0.5 h / 20 °C
View Scheme
1,8-Naphthalic anhydride
81-84-5

1,8-Naphthalic anhydride

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
Stage #1: 1,8-Naphthalic anhydride With hydroxylamine hydrochloride In pyridine for 1h; Heating;
Stage #2: With p-toluenesulfonyl chloride In pyridine for 1h; Heating; Further stages.;		91%
With hydroxylamine; p-toluenesulfonyl chloride In pyridine Beckmann rearrangement;64%
Multi-step reaction with 2 steps
1.1: hydroxylamine hydrochloride; pyridine / 1 h / Reflux
1.2: 1 h / 80 °C / Reflux
2.1: sodium hydroxide / ethanol; water / 3 h / Reflux
2.2: 75 °C
2.3: 3 h / Reflux
View Scheme
(Z)-2-benzylidene-1,2-dihydrobenzo[cd]indole

(Z)-2-benzylidene-1,2-dihydrobenzo[cd]indole

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 2h;87%
1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

1-Naphthyl isocyanate
86-84-0

1-Naphthyl isocyanate

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
AlCl3 In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; water80%
N-(8-(2-oxo-2-phenylethyl)naphthalen-1-yl)quinoline-2-carboxamide

N-(8-(2-oxo-2-phenylethyl)naphthalen-1-yl)quinoline-2-carboxamide

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
With lithium hydroxide monohydrate; dihydrogen peroxide In tetrahydrofuran; water at 0 - 20℃; for 24h;80%
N-(1-naphthalen-1-yl)pyrazine-2-carboxamide
320582-41-0

N-(1-naphthalen-1-yl)pyrazine-2-carboxamide

benzene 1,3,5-triyl triformate

benzene 1,3,5-triyl triformate

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
With triethylamine; silver carbonate; cobalt(II) chloride; Trimethylacetic acid In 1,4-dioxane at 130℃; for 20h; Inert atmosphere; Sealed tube;47%
8-nitro-1-naphthalenecarboxylic acid
2216-13-9

8-nitro-1-naphthalenecarboxylic acid

acetic acid
64-19-7

acetic acid

A

1,8-naphtholactam
130-00-7

1,8-naphtholactam

B

2-methylnaphtho[1,2-d]oxazole-9-carboxylic acid
1384846-98-3

2-methylnaphtho[1,2-d]oxazole-9-carboxylic acid

C

2-oxo-1,2-dihydrobenzo[c,d]indol-6-yl acetate
1384846-99-4

2-oxo-1,2-dihydrobenzo[c,d]indol-6-yl acetate

Conditions
ConditionsYield
With zinc for 1h; Reflux;A 46%
B 12%
C 27%
...Expand
1,8-Naphthalimide
81-83-4

1,8-Naphthalimide

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
With sodium hydroxide; sodium hypochlorite
Multi-step reaction with 2 steps
1: aqueous NaOH; NaClO
2: NaOH-solution; water / und Erhitzen der Reaktionsloesung mit Essigsaeure
View Scheme
ethanol
64-17-5

ethanol

8-amino-[1]naphthoic acid
129-02-2

8-amino-[1]naphthoic acid

1,8-naphtholactam
130-00-7

1,8-naphtholactam

8-amino-[1]naphthoic acid
129-02-2

8-amino-[1]naphthoic acid

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
With ethanol
With water
With hydrogenchloride; water
8-bromonaphthalene-1-carboxylic acid
1729-99-3

8-bromonaphthalene-1-carboxylic acid

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
With ammonia; water at 150℃;
With ammonium nitrate; ammonia; copper; potassium nitrate Reagens 4:Wasser;
Multi-step reaction with 2 steps
1: aqueous ammonia / 150 °C
2: hydrochloric acid; water
View Scheme
8-cyano-naphthalene-1-sulfonic acid
83-20-5

8-cyano-naphthalene-1-sulfonic acid

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
at 200℃;
at 200℃;
Multi-step reaction with 2 steps
1: potassium hydroxide; water / 150 - 200 °C
View Scheme
8-chlorocarbamoyl-[1]naphthoic acid
112071-06-4

8-chlorocarbamoyl-[1]naphthoic acid

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
With sodium hydroxide; water und Erhitzen der Reaktionsloesung mit Essigsaeure;
8-carbamoyl-naphthalene-1-sulfonic acid

8-carbamoyl-naphthalene-1-sulfonic acid

sodium formate
141-53-7

sodium formate

1,8-naphtholactam
130-00-7

1,8-naphtholactam

8-carbamoyl-naphthalene-1-sulfonic acid

8-carbamoyl-naphthalene-1-sulfonic acid

sodium acetate
127-09-3

sodium acetate

1,8-naphtholactam
130-00-7

1,8-naphtholactam

1-Naphthyl isocyanate
86-84-0

1-Naphthyl isocyanate

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
With aluminium chloride-sodium chloride melt at 155 - 160℃;
Multi-step reaction with 2 steps
1: AlCl3; NaCl / 150 - 160 °C
2: hydrochloric acid; water
View Scheme
AlCl3 In 1,2-dichloro-benzene
With aluminium trichloride; 1,2-dichloro-benzene at 160℃;
5-methoxybenzo[cd]indol-2(1H)-one
408314-99-8

5-methoxybenzo[cd]indol-2(1H)-one

ammonia
7664-41-7

ammonia

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
With sodium
1,8-Naphthalimide
81-83-4

1,8-Naphthalimide

alkali hypobromite

alkali hypobromite

1,8-naphtholactam
130-00-7

1,8-naphtholactam

Conditions
ConditionsYield
in der Waerme;
2-(3-nitro-benzoyloxy)-benz[de]isoquinoline-1,3-dione
111063-75-3

2-(3-nitro-benzoyloxy)-benz[de]isoquinoline-1,3-dione

aqueous KOH-solution

aqueous KOH-solution

A

1,8-naphtholactam
130-00-7

1,8-naphtholactam

B

N-hydroxy-1,8-naphthalenedicarboximide
7797-81-1

N-hydroxy-1,8-naphthalenedicarboximide

C

3-nitrobenzoic acid
121-92-6

3-nitrobenzoic acid

...Expand
1,8-naphtholactam
130-00-7

1,8-naphtholactam

benzyl chloride
100-44-7

benzyl chloride

1-benzyl-1H-benzo[cd]indol-2-one
22743-02-8

1-benzyl-1H-benzo[cd]indol-2-one

Conditions
ConditionsYield
With sodium hydroxide; butyltrialkylammonium nitrate at 93℃; for 0.25h; Alkylation;99%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

methyl iodide
74-88-4

methyl iodide

1-methylbenz[cd]indole-2(1H)-one
1710-20-9

1-methylbenz[cd]indole-2(1H)-one

Conditions
ConditionsYield
With sodium hydroxide; butyltrialkylammonium nitrate at 80℃; for 0.333333h; Alkylation;99%
Stage #1: 1,8-naphtholactam With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 80℃; for 12h;		94%
With potassium tert-butylate In N,N-dimethyl-formamide for 1.16667h;91%
1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

1,8-naphtholactam
130-00-7

1,8-naphtholactam

1-(6-bromohexyl)benzo[cd]indol-2(1H)-one
627078-56-2

1-(6-bromohexyl)benzo[cd]indol-2(1H)-one

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutylammomium bromide; potassium carbonate; sodium hydroxide In acetonitrile Microwave irradiation;97%
With tetrabutylammomium bromide; potassium carbonate for 0.00833333h; Microwave irradiation;78%
Stage #1: 1,8-naphtholactam With sodium hydride In N,N-dimethyl-formamide at 60℃; for 1h;
Stage #2: 1 ,6-dibromohexane In N,N-dimethyl-formamide at 110℃; for 3h;		50%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

methyl chloroformate
79-22-1

methyl chloroformate

1-methoxycarbonylbenzo-2-indolone
54264-97-0

1-methoxycarbonylbenzo-2-indolone

Conditions
ConditionsYield
With triethylamine In benzene96%
1,4-butane sultone
1633-83-6

1,4-butane sultone

1,8-naphtholactam
130-00-7

1,8-naphtholactam

1-(4-sulfonatobutyl)-1,2-dihydrobenzo[c,d]indol-2-one, potassium salt
1151666-52-2

1-(4-sulfonatobutyl)-1,2-dihydrobenzo[c,d]indol-2-one, potassium salt

Conditions
ConditionsYield
Stage #1: 1,8-naphtholactam With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 20℃; for 0.5h;
Stage #2: 1,4-butane sultone In 1-methyl-pyrrolidin-2-one at 90℃; for 10h;		96%
Stage #1: 1,8-naphtholactam With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 20℃; for 0.5h;
Stage #2: 1,4-butane sultone In 1-methyl-pyrrolidin-2-one at 90℃; for 10h;		96%
Stage #1: 1,8-naphtholactam With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 20℃; for 0.5h;
Stage #2: 1,4-butane sultone In N,N-dimethyl-formamide at 80℃; for 12h;		96%
With 1-methyl-pyrrolidin-2-one; potassium hydroxide at 23 - 80℃;95%
Stage #1: 1,8-naphtholactam With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 90℃; for 0.5h;
Stage #2: 1,4-butane sultone In 1-methyl-pyrrolidin-2-one at 90℃; for 10h;		95%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

ethyl iodide
75-03-6

ethyl iodide

1-ethylbenzo[cd]indole-2(1H)-one
1830-56-4

1-ethylbenzo[cd]indole-2(1H)-one

Conditions
ConditionsYield
Stage #1: 1,8-naphtholactam With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: ethyl iodide In N,N-dimethyl-formamide; mineral oil at 20℃; Inert atmosphere;		96%
Stage #1: 1,8-naphtholactam With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: ethyl iodide In N,N-dimethyl-formamide at 20℃;		96%
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 4.5h;92%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

6-bromo-benzo[cd]indol-2(1H)-one
24856-00-6

6-bromo-benzo[cd]indol-2(1H)-one

Conditions
ConditionsYield
With bromine In chloroform at 0 - 20℃; for 24h;95%
With bromine In chloroform at 20℃; for 60h;94%
With bromine In chloroform at 20℃; for 48h; Temperature; Cooling;90.93%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

6-nitrobenzindol-2(1H)-one
34599-42-3

6-nitrobenzindol-2(1H)-one

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate; copper nitrate hemi(pentahydrate); acetic anhydride; acetic acid at 35℃; for 5h;95%
With aluminum(III) nitrate nonahydrate; bismuth(III) nitrate; acetic anhydride; acetic acid at 35℃; for 6h;92%
With nitric acid; acetic acid for 4h;74%
2-ethylhexyl bromide
18908-66-2

2-ethylhexyl bromide

1,8-naphtholactam
130-00-7

1,8-naphtholactam

1-(2-ethylhexyl)benzo[cd]indol-2(1H)-one

1-(2-ethylhexyl)benzo[cd]indol-2(1H)-one

Conditions
ConditionsYield
With potassium hydroxide In acetonitrile at 80℃; for 48h;95%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

benzo[c,d]indole-2(1H)-thione
4734-98-9

benzo[c,d]indole-2(1H)-thione

Conditions
ConditionsYield
With pyridine; tetraphosphorus decasulfide Reflux;93%
With pyridine; tetraphosphorus decasulfide Reflux;93%
With pyridine; tetraphosphorus decasulfide Reflux;93%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

C14H11NO3

C14H11NO3

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 16h;93%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

1-Iodooctane
629-27-6

1-Iodooctane

1-octylbenzo[cd]indol-2(1H)-one

1-octylbenzo[cd]indol-2(1H)-one

Conditions
ConditionsYield
With 18-crown-6 ether; sodium hydroxide In water; 1,2-dichloro-benzene at 120℃; for 1.5h;93%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

bis(triphenylphosphine)platinum(II) dichloride
10199-34-5, 14056-88-3, 15604-36-1

bis(triphenylphosphine)platinum(II) dichloride

dichloromethane
75-09-2

dichloromethane

[(C11H6NO)2Pt(P(C6H5)3)2]*CH2Cl2

[(C11H6NO)2Pt(P(C6H5)3)2]*CH2Cl2

Conditions
ConditionsYield
With NaN(Si(CH3)3)2 In tetrahydrofuran byproducts: HN(SiMe3)2, NaCl; addn. of NaN(SiMe3)2 soln. (THF) to benzo(cd)indol-2(1H)-on soln. (THF),addn. of Au(PPh3)Cl suspn. (THF), 30 min room temp. stirring (Ar); pptn. (hexane), filtration, vac. drying, recrystn. (CHCl3/hexane), elem.anal.;92%
...Expand
1-bromo-butane
109-65-9

1-bromo-butane

1,8-naphtholactam
130-00-7

1,8-naphtholactam

1-butylbenzo[c,d]indol-2(1H)-one
39273-39-7

1-butylbenzo[c,d]indol-2(1H)-one

Conditions
ConditionsYield
With sodium hydroxide; butyltrialkylammonium nitrate at 90℃; for 0.333333h; Alkylation;91%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

Iododecane
2050-77-3

Iododecane

1-decylbenzindol-2(1H)-one
124596-35-6

1-decylbenzindol-2(1H)-one

Conditions
ConditionsYield
With sodium hydroxide In water; N,N-dimethyl-formamide at 90℃; for 4h;90%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

C23H16BrN3

C23H16BrN3

C34H20BBrF2N4

C34H20BBrF2N4

Conditions
ConditionsYield
Stage #1: 1,8-naphtholactam; C23H16BrN3 In 1,2-dichloro-ethane at 90℃; Inert atmosphere;
Stage #2: boron trifluoride diethyl etherate With triethylamine In toluene at 120℃;		90%
...Expand
1,8-naphtholactam
130-00-7

1,8-naphtholactam

1-bromo-octane
111-83-1

1-bromo-octane

1-octylbenzo[cd]indol-2(1H)-one

1-octylbenzo[cd]indol-2(1H)-one

Conditions
ConditionsYield
With sodium hydroxide; butyltrialkylammonium nitrate at 93℃; for 0.333333h; Alkylation;89%
formaldehyd
50-00-0

formaldehyd

1,8-naphtholactam
130-00-7

1,8-naphtholactam

1-(2-Methoxyphenyl)piperazine
35386-24-4

1-(2-Methoxyphenyl)piperazine

1-[4-(2-methoxy-phenyl)-piperazin-1-ylmethyl]-1H-benzo[cd]indol-2-one

1-[4-(2-methoxy-phenyl)-piperazin-1-ylmethyl]-1H-benzo[cd]indol-2-one

Conditions
ConditionsYield
In ethanol Heating;88%
...Expand
1,3-propanesultone
1120-71-4

1,3-propanesultone

1,8-naphtholactam
130-00-7

1,8-naphtholactam

triethylammonium acetate
5204-74-0

triethylammonium acetate

C14H13NO4S*C6H15N

C14H13NO4S*C6H15N

Conditions
ConditionsYield
Stage #1: 1,3-propanesultone; 1,8-naphtholactam With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 2.16667h;
Stage #2: triethylammonium acetate In water; acetonitrile		87%
...Expand
1,8-naphtholactam
130-00-7

1,8-naphtholactam

5-nitrobenzindol-2(1H)-one
65300-69-8

5-nitrobenzindol-2(1H)-one

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 20℃; for 1.5h;85%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

C17H10BrNO

C17H10BrNO

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃; for 3h; Inert atmosphere;85%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃; for 3h; Inert atmosphere;85%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

1-bromo-2-iodo-4-nitrobenzene
63037-63-8

1-bromo-2-iodo-4-nitrobenzene

C17H9BrN2O3

C17H9BrN2O3

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃; for 3h; Inert atmosphere;85%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃; for 3h; Inert atmosphere;85%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

malononitrile
109-77-3

malononitrile

2-(1,2-dihydrobenzo[c,d]indol-2-yliden)malononitrile
118739-11-0

2-(1,2-dihydrobenzo[c,d]indol-2-yliden)malononitrile

Conditions
ConditionsYield
With trichlorophosphate In toluene at 80 - 100℃; for 3h;84.1%
With trichlorophosphate In toluene at 100℃; for 4h; Knoevenagel condensation;83%
With trichlorophosphate In toluene at 100℃; for 4h;83%
With trichlorophosphate In toluene at 80 - 100℃; for 3.5h;71.9%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

(triphenylphosphine)gold(I) chloride
14243-64-2

(triphenylphosphine)gold(I) chloride

[(C11H6NO)AuP(C6H5)3]
527673-01-4

[(C11H6NO)AuP(C6H5)3]

Conditions
ConditionsYield
With NaN(Si(CH3)3)2 In tetrahydrofuran; dichloromethane byproducts: HN(SiMe3)2, NaCl; addn. of NaN(SiMe3)2 soln. (THF) to benzo(cd)indol-2(1H)-on soln. (CH2Cl2), room temp. stirring, addn. of Au(PPh3)Cl soln. (CH2Cl2), (Ar); filtration, vac. evapn., elem. anal.;84%
1,8-naphtholactam
130-00-7

1,8-naphtholactam

N,N-diethylethylenediamine
100-36-7

N,N-diethylethylenediamine

N'-Benzo[cd]indol-2-yl-N,N-diethyl-ethane-1,2-diamine
102146-87-2

N'-Benzo[cd]indol-2-yl-N,N-diethyl-ethane-1,2-diamine

Conditions
ConditionsYield
With titanium tetrachloride In tetrahydrofuran; benzene83%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

1,8-naphtholactam
130-00-7

1,8-naphtholactam

1(4-bromo-butyl)benzo[cd]indol-2(1H)-one
627078-54-0

1(4-bromo-butyl)benzo[cd]indol-2(1H)-one

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 85℃; for 5h;82%
Stage #1: 1,8-naphtholactam With sodium hydride In N,N-dimethyl-formamide at 60℃; for 1h;
Stage #2: 1,4-dibromo-butane In N,N-dimethyl-formamide at 110℃; for 3h;		65%
With sodium hydride In N,N-dimethyl-formamide Alkylation;

Benz[cd]indol-2(1H)-one Chemical Properties

Molecular Structure of Benz[cd]indol-2(1H)-one (CAS NO.130-00-7):

Chemical Name: Benz[cd]indol-2(1H)-one
CAS No.: 130-00-7
EINECS: 204-973-4
RTECS: DE3202000
Molecular Formula: C11H7NO
Molecular Weight: 169.18 g/mol
Melting Point: 173-178 °C(lit.)
Density: 1.327 g/cm3
Flash Point: 128.9 °C
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 0
Polar Surface Area: 20.31Å2
Index of Refraction: 1.723
Molar Refractivity: 50.52 cm3
Molar Volume: 127.4 cm3
Surface Tension: 57.3 dyne/cm
Enthalpy of Vaporization: 47.15 kJ/mol
Vapour Pressure: 0.0521 mmHg at 25°C
Boiling Point: 234.7 °C at 760 mmHg
InChI
InChI=1/C11H7NO/c13-11-8-5-1-3-7-4-2-6-9(12-11)10(7)8/h1-6H,(H,12,13)
Smiles
O=C1Nc2c3c(ccc2)cccc13
EINECS: 204-973-4
Product Categories: Intermediates of Dyes and Pigments; Fused Ring Systems; Building Blocks; Heterocyclic Building Blocks; Indoles

Benz[cd]indol-2(1H)-one Production

Product Categories about 1,8-NAPHTHOLACTAM (130-00-7) are Intermediates of Dyes and Pigments ; Fused Ring Systems ; Building Blocks ; Heterocyclic Building Blocks ; Indoles

Benz[cd]indol-2(1H)-one Toxicity Data With Reference

mammal (species unspecified) LD50 oral 2700mg/kg (2700mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(1), Pg. 82, 1986.
mouse LD50 oral 1gm/kg (1000mg/kg) BEHAVIORAL: ATAXIA Collection of Czechoslovak Chemical Communications. Vol. 50, Pg. 1888, 1985.

Benz[cd]indol-2(1H)-one Consensus Reports

Reported in EPA TSCA Inventory.

Benz[cd]indol-2(1H)-one Safety Profile

Moderately toxic by an unspecified route. Slightly toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx.
Hazard Codes: HarmfulXn
Risk Statements: 22
R22:Harmful if swallowed.
WGK Germany: 2
RTECS: DE3202000

Benz[cd]indol-2(1H)-one Specification

  Benz[cd]indol-2(1H)-one , with CAS number of 130-00-7, can be called 1-Naphthalenecarboxylic acid, 8-amino-, lactam ; 1,8-Naphtholactam ; Naphtholactam ; Naftostiril .  Benz[cd]indol-2(1H)-one (CAS NO.130-00-7) is mainly used as intermediate for the synthesis of vat dyes and organic pigments.

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