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3271-05-4

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3271-05-4 Usage

General Description

6-methoxy-2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione is a chemical compound that belongs to the class of isoquinoline derivatives. It is a yellow crystalline solid with a molecular formula of C17H13NO3. 6-methoxy-2-methyl-1H-benz[de]isoquinoline-1,3(2H)-dione has potential pharmacological properties and is being researched for its potential use in the development of new drugs. Its structure and properties make it an interesting target for medicinal chemistry research, and it may have applications in the treatment of various diseases and conditions. Further research is needed to fully understand its potential uses and effects.

Check Digit Verification of cas no

The CAS Registry Mumber 3271-05-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,2,7 and 1 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3271-05:
(6*3)+(5*2)+(4*7)+(3*1)+(2*0)+(1*5)=64
64 % 10 = 4
So 3271-05-4 is a valid CAS Registry Number.
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

3271-05-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-methoxy-2-methylbenzo[de]isoquinoline-1,3-dione

1.2 Other means of identification

Product number -
Other names NAPHTHALIMIDE,4-METHOXY-N-METHYL

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3271-05-4 SDS

3271-05-4Synthetic route

methanol
67-56-1

methanol

4-nitro-N-methyl-1,8-naphthalimide
39061-36-4

4-nitro-N-methyl-1,8-naphthalimide

6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
3271-05-4

6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions
ConditionsYield
With potassium carbonate sonication;97%
sodium methylate
124-41-4

sodium methylate

4-chloro-N-methyl-1,8-naphthalimide
4118-33-6

4-chloro-N-methyl-1,8-naphthalimide

6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
3271-05-4

6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions
ConditionsYield
copper(II) sulfate In methanol for 12h; Heating;86%
4-bromo-N-methyl-1,8-naphthalimide
4116-90-9

4-bromo-N-methyl-1,8-naphthalimide

sodium methylate
124-41-4

sodium methylate

6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
3271-05-4

6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate In methanol Reflux;81%
With copper(ll) sulfate pentahydrate In methanol Reflux;
4-bromo-1,8-naphthalenedicarboxylic anhydride
81-86-7

4-bromo-1,8-naphthalenedicarboxylic anhydride

6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione
3271-05-4

6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions
ConditionsYield
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
3271-05-4

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
784-03-2

6-hydroxy-2-methyl-1H-benz[d,e]isoquinoline-1,3(2H)-dione

Conditions
ConditionsYield
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
3271-05-4

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
146774-97-2

2,3,6-trimethylfuro<2,3-b><1>naphtho<4a,7a-e,f>pyrida-5,7-dione

Conditions
ConditionsYield
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
3271-05-4

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
146774-96-1

2-methyl-6-(2'-oxobutan-3'-yl)-naphtho<3a,9a-c,d>pyrida-1,3-dione

Conditions
ConditionsYield
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
3271-05-4

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
146774-98-3

2-methyl-6-acetoxy-5-acetyl-naphtho<3a,9a-c,d>pyrida-1,3-dione

Conditions
ConditionsYield
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
3271-05-4

6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

6-hydroxy-2-methyl-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinoline-5-carbaldehyde

6-hydroxy-2-methyl-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinoline-5-carbaldehyde

Conditions
ConditionsYield
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
3271-05-4

6-methoxy-2-methyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

C20H12N2O3S

C20H12N2O3S

Conditions
ConditionsYield
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

3271-05-4Relevant articles and documents

Synthesis and Photooxygenation of 2,3,6-Trimethylfuronaphthopyrida-5,7-dione, A Potential Chemiluminescent Probe for Singlet Oxygen

Adam, Waldemar,Qian, Xuhong,Saha-Moeller, Chantu R.

, p. 417 - 422 (1993)

As potential chemiluminescent probe for singlet oxygen, the furonaphthalimide 4 was synthesized in five steps (ca. 25percent overall yield), by starting from commercially available 4-chloro-1,8-naphthalic anhydride; its photooxygenation at -10 deg C gave the cleavage product 6 of the intermediary dioxetane 5, which is thermally too labile for isolation and could not be detected even by low temperature NMR spectroscopy.The new 1,8-naphthalimide derivatives 3,4 and 6 were fully characterized and their absorption and fluorescence spectral properties were determined.

Naphthalimide/benzimide-based excited-state intramolecular proton transfer active luminogens: Aggregation-induced enhanced emission and potential for chemical modification

Wang, Rong,Ding, Ju,Zhang, Yanrong

, p. 9152 - 9161 (2019/06/17)

Fluorescent organic particles are important in a number of areas, including medical imaging; hence, the development of organic materials that exhibit aggregation-induced emissions is an important objective. To that end, we report the synthesis of naphthalimide- and benzimide-based 2-(2-hydroxyphenyl)benzothiazole (HBT) derivatives (HNIBT and HPIBT, respectively) that exhibit aggregation-induced emission enhancement (AIEE), in contrast to most naphthalimide- or benzimide-based derivatives that are prone to aggregation-induced quenching. Experimental studies like single-crystal X-ray diffraction analysis and theoretical calculations demonstrate that the ability to undergo excited-state intramolecular proton transfer is pivotal for AIEE. Further studies revealed that a terminal alkynyl chain at the N-imide site of HPIBT has little impact on the emission behavior of the resultant compound (HPIBT-yl). HPIBT-Pe, an amphiphilic molecule obtained through the click reaction of HPIBT-yl and a tetraethylene-glycol-derived azide, self-assembled to form highly photostable particles that have long-term fluorescence imaging potential in cellular environments.

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