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CAS No.: | 3271-05-4 |
---|---|
Name: | 6-methoxy-2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione |
Article Data: | 8 |
Molecular Structure: | |
Formula: | C14H11 N O3 |
Molecular Weight: | 241.246 |
Synonyms: | Naphthalimide,4-methoxy-N-methyl- (7CI,8CI); 4-Methoxy-N-methyl-1,8-naphthalimide;4-Methoxynaphthalene-1,8-dicarboxylic methylimide; C.I. 56190; C.I. FluorescentBrightener 162; C.I. Fluorescent Brightening Agent 162; Fluorescent Brightener162; Fluorescent Brightening Agent 162; Mikawhite AT; Mikawhite AT CONC;N-Methyl-4-methoxy-1,8-naphthalimide |
EINECS: | 221-895-6 |
Density: | 1.335g/cm3 |
Melting Point: | 197-201 °C |
Boiling Point: | 431.7°Cat760mmHg |
Flash Point: | 214.9°C |
Safety: | Low toxicity by ingestion and intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic vapors of NOx. |
PSA: | 48.30000 |
LogP: | 1.49830 |
methanol
4-nitro-N-methyl-1,8-naphthalimide
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
Conditions | Yield |
---|---|
With potassium carbonate sonication; | 97% |
sodium methylate
4-chloro-N-methyl-1,8-naphthalimide
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
Conditions | Yield |
---|---|
copper(II) sulfate In methanol for 12h; Heating; | 86% |
4-bromo-N-methyl-1,8-naphthalimide
sodium methylate
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate In methanol Reflux; | 81% |
With copper(ll) sulfate pentahydrate In methanol Reflux; |
4-bromo-1,8-naphthalenedicarboxylic anhydride
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: ethanol / 8 h / 80 °C 2: copper(ll) sulfate pentahydrate / methanol / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: ethanol / 55 °C 2: copper(ll) sulfate pentahydrate / methanol / Reflux View Scheme |
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
6-hydroxy-2-methyl-1H-benz[d,e]isoquinoline-1,3(2H)-dione
Conditions | Yield |
---|---|
With hydrogen iodide for 3h; Heating; | 81% |
With pyridine hydrochloride at 190℃; for 0.583333h; demethylation; | 45% |
With hydrogen iodide In water at 130℃; Inert atmosphere; | |
With hydrogen iodide at 140℃; |
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
2,3,6-trimethylfuro<2,3-b><1>naphtho<4a,7a-e,f>pyrida-5,7-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 81 percent / 57percent HI / 3 h / Heating 2: K2CO3 / butan-2-one / 72 h / Heating 3: 53 percent / 98percent H2SO4 / 10 h / Ambient temperature View Scheme |
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
2-methyl-6-(2'-oxobutan-3'-yl)-naphtho<3a,9a-c,d>pyrida-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 81 percent / 57percent HI / 3 h / Heating 2: K2CO3 / butan-2-one / 72 h / Heating View Scheme |
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
2-methyl-6-acetoxy-5-acetyl-naphtho<3a,9a-c,d>pyrida-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 81 percent / 57percent HI / 3 h / Heating 2: K2CO3 / butan-2-one / 72 h / Heating 3: 53 percent / 98percent H2SO4 / 10 h / Ambient temperature 4: 84 percent / O2, TPP / CH2Cl2 / 0.5 h / -10 °C / Irradiation View Scheme |
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: hydrogen iodide / water / 130 °C / Inert atmosphere 2.1: trifluoroacetic acid / 10 h / 0 - 120 °C 2.2: 2 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: hydrogen iodide / 140 °C 2.1: trifluoroacetic acid / 120 °C / Cooling with ice 2.2: Heating View Scheme |
6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: hydrogen iodide / water / 130 °C / Inert atmosphere 2.1: trifluoroacetic acid / 10 h / 0 - 120 °C 2.2: 2 h / Reflux 3.1: dihydrogen peroxide; hydrogenchloride / ethanol; water / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: hydrogen iodide / 140 °C 2.1: trifluoroacetic acid / 120 °C / Cooling with ice 2.2: Heating 3.1: hydrogenchloride; dihydrogen peroxide / ethanol; water / 0.5 h / 20 °C View Scheme |
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Molecular Formula: C14H11NO3
Molar mass: 241.242 g/mol
EINECS: 221-895-6
Density: 1.335 g/cm3
Flash Point: 214.9 °C
Index of Refraction: 1.662
Boiling Point: 431.7 °C at 760 mmHg
Vapour Pressure: 1.18E-07 mmHg at 25°C
Structure of 4-Methoxy-N-methylnaphthalimide (3271-05-4):
SMILES: O=C2c1c3c(c(OC)cc1)cccc3C(=O)N2C
InChI: InChI=1/C14H11NO3/c1-15-13(16)9-5-3-4-8-11(18-2)7-6-10(12(8)9)14(15)17/h3-7H,1-2H3
InChIKey: CNUWYNDMLFVRBU-UHFFFAOYAR
Std. InChI: InChI=1S/C14H11NO3/c1-15-13(16)9-5-3-4-8-11(18-2)7-6-10(12(8)9)14(15)17/h3-7H,1-2H3
Std. InChIKey: CNUWYNDMLFVRBU-UHFFFAOYSA-N
1. | bfa-rat:sat 12600 mg/kg/7D-C | AECTCV Archives of Environmental Contamination and Toxicology. 16 (1987),119. | ||
2. | orl-rat LDLo:15 g/kg | ESKHA5 Eisei Shikenjo Hokoku. Bulletin of the National Hygiene Sciences.(101)(1983),152. | ||
3. | ipr-mus LD50:7700 mg/kg | OKEHDW Osaka-furitsu Koshu Eisei Kenkyusho Kenkyu Hokoku, Koshu Eisei Hen. Research Reports of the Osaka Prefectural Institute of Public Health, Public Health Section. 20 (1982),95. |
Reported in EPA TSCA Inventory.
Low toxicity by ingestion and intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic vapors of NOx.
4-Methoxy-N-methylnaphthalimide (3271-05-4) also can be called 4-Methoxy-1,8-naphthalic acid-N-methylimide ; 6-Methoxy-2-methyl-1H-benz(de)isoquinoline-1,3(2H)-dione ; 1H-Benz[de]isoquinoline-1,3(2H)-dione, 6-methoxy-2-methyl- ; and Naphthalimide, 4-methoxy-N-methyl- .