1H-Pyrrole-2,5-dione,1-(4-nitrophenyl)-
- CAS Number:4338-06-1
- Molecular Formula:C10H6N2O4
- Molecular Weight:218.169
- Mol File:4338-06-1.mol
Synonyms:Maleimide,N-(p-nitrophenyl)- (6CI,7CI,8CI);1-(4-Nitrophenyl)-1H-pyrrole-2,5-dione;N-(4-Nitrophenyl) maleimide;N-(p-Nitrophenyl)maleimide;NSC 39726;NSC 55656;p-Nitrophenylmaleimide;
Physicochemical Properties
- Melting Point:170 °C
- Boiling Point:418.5 °C at 760 mmHg
- Density:1.535 g/cm3
- Solubility:N/A
- Flash Point:206.9 °C
- Vapor Density:N/A
- Refractive Index:N/A
- Sensitive:N/A
- Storage Temp.:N/A
- Appearance/Colour:N/A
Xi1H-Pyrrole-2,5-dione,1-(4-nitrophenyl)- Safety information and MSDS
·Hazard identification:
| Pictogram(s) |  |
|---|---|
| Signal word | Warning |
| Hazard statement(s) | H302 Harmful if swallowed H319 Causes serious eye irritation |
| Precautionary statement(s) | |
| Prevention | P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P280 Wear protective gloves/protective clothing/eye protection/face protection. |
| Response | P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/…if you feel unwell. P330 Rinse mouth. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention. |
| Storage | none |
| Disposal | P501 Dispose of contents/container to ... |
·Composition/information on ingredients:
| Chemical name | Common names and synonyms | CAS number | EC number | Concentration |
|---|---|---|---|---|
| <i>N</i>-(4-Nitrophenyl)maleimide | <i>N</i>-(4-Nitrophenyl)maleimide | 4338-06-1 | none | 100% |
·First-aid measures:
General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
·Fire-fighting measures:
Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.
·Accidental release measures:
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.
1H-Pyrrole-2,5-dione,1-(4-nitrophenyl)- Relevant articles
All total 44 Articles be found
All total 44 Articles be foundTotal synthesis of (±)-dysibetaine CPa and analogs
Oikawa, Masato,Sasaki, Shota,Sakai, Michihiro,Ishikawa, Yuichi,Sakai, Ryuichi
, p. 5789 - 5802,14 (2020/09/15)
The syntheses of the marine sponge-derived γ-amino carboxylic acid dysibetaine CPa and five analogs in their racemic forms were successfully performed by taking advantage of an electron-withdrawing N-(4-nitrophenyl) group in the cyclopropanation reaction,
Thermally Sensitive Protecting Groups for Cysteine, and Manufacture and Use Thereof
-
Paragraph 0086; 0089-0090, (2021/02/12)
In a preferred embodiment, there is provided a protecting group for protecting the thiol side chain of a cysteine residue, the protecting group comprising a Diels-Alder cycloadduct of a furan and a maleimide, and optionally, a linker interposed between the thiol side chain and the Diels-Alder cycloadduct.
Functional Porphyrinic Metal–Organic Framework as a New Class of Heterogeneous Halogen-Bond-Donor Catalyst
Chen, Yu-Sheng,Cheng, Qigan,Ma, Shengqian,Nafady, Ayman,Shan, Chuan,Wojtas, Lukasz,Zhang, Weijie,Zhang, X. Peter
supporting information, p. 24312 - 24317 (2021/10/04)
Biomimetic metal-organic frameworks have attracted great attention as they can be used as bio-inspired models, allowing us to gain important insights into how large biological molecules function as catalysts. In this work, we report the synthesis and utilization of such a metal-metalloporphyrin framework (MMPF) that is constructed from a custom-designed ligand as an efficient halogen bond donor catalyst for Diels–Alder reactions under ambient conditions. The implementation of fabricated halogen bonding capsule as binding pocket with high-density C?Br bonds enabled the use of halogen bonding to facilitate organic transformations in their three-dimensional cavities. Through combined experimental and computational studies, we showed that the substrate molecules diffuse through the pores of the MMPF, establishing a host-guest system via the C?Br???π interaction. The formation of halogen bonds is a plausible explanation for the observed boosted catalytic efficiency in Diels–Alder reactions. Moreover, the unique capability of MMPF highlights new opportunities in using artificial non-covalent binding pockets as highly tunable and selective catalytic materials.
Exploiting: Exo and endo furan-maleimide Diels-Alder linkages for the functionalization of organoruthenium complexes
Castonguay, Annie,Haghdoost, Mohammad Mehdi,Poulet, Sylvain,Tcherkawsky, Paul,Tran, Hoang-Van
, p. 2214 - 2218 (2022/02/17)
Diels-Alder cycloadditions involving furans and maleimides are extensively used in organic chemistry and materials synthesis. Given the promising advances of organoruthenium complexes in therapy, we explored the possibility of exploiting such Diels-Alder linkages as a mean to modulate their biological properties. This journal is
Dual organic dyes as a pseudo-redox mediation system to promotion of tandem oxidation /[3+2] cycloaddition reactions under visible light
Koohgard, Mehdi,Hosseinpour, Zeinab,Hosseini-Sarvari, Mona
, (2021/05/10)
An atom- and step-economy protocol has been developed to synthesize some new biologically active pyrrolo[2,1-a]isoquinoline alkaloids via redox mediation system under visible light irradiation. A vast variety of double and triple bonds, as dipolarophiles, treated with in situ generated azomethine ylides to prepare corresponding products in good to excellent yields. This metal-free method effectively promoted oxidation/[3 + 2] cycloaddition/oxidative/aromatization domino reaction without further oxidant using dual organic dyes as pseudo-redox mediation system. Besides, for most of the products, product precipitate was readily separated from reaction media. To the best of our knowledge, this is the first report of dual dyes as a pseudo-redox mediation system.
1H-Pyrrole-2,5-dione,1-(4-nitrophenyl)- Synthetic route And Reaction conditions
- 30186-41-5
1-(4-nitrophenyl)pyrrole-2-carbaldehyde
- 4338-06-1
N-(4-nitrophenyl)maleimide
| Conditions | Yield |
|---|---|
| 66% |
- 36342-10-6,36847-91-3,37904-21-5
4-(4-nitrophenylamino)-4-oxobut-2-enoic acid
- 4338-06-1
N-(4-nitrophenyl)maleimide
| Conditions | Yield |
|---|---|
Withtetrabutylammomium bromide;
sodium carbonate;
dimethyl sulfate;Inwater;
1,2-dichloro-ethane;at 20 ℃;
for 10h; | 70% |
Withsodium acetate;
acetic anhydride;Reflux; | 70% |
at 180 ℃; | |
at 160 ℃;
Geschwindigkeit; | |
at 180 ℃;
Geschwindigkeit; | |
Withsulfuric acid;
at 60 ℃; | |
With1,1,1,3,3,3-hexamethyl-disilazane;
zinc dibromide;Intetrahydrofuran;at 40 - 70 ℃;
for 4.5h;
Inert atmosphere; | |
Withsodium acetate;
acetic anhydride;
at 100 ℃;
for 2h; | |
Withsodium acetate;
acetic anhydride;Reflux; | |
Withsodium acetate;
acetic anhydride;
at 80 ℃;
for 1h; | |
Withsodium acetate;
acetic anhydride;
at 80 ℃; | |
Withsodium acetate;
acetic anhydride;
at 100 ℃;
for 4h; | 581.1 mg |
- 36342-10-6
(Z)-3-(4-nitro-phenylcarbamoyl)-acrylic acid
- 4338-06-1
N-(4-nitrophenyl)maleimide
| Conditions | Yield |
|---|---|
| 95% | |
| 74% | |
|
62% | |
Withsodium acetate;
acetic anhydride;
for 8h;
Heating; | |
Withsodium acetate;
acetic anhydride;
at 100 ℃; | |
Withacetic anhydride; | |
Multi-step reaction with 2 steps 1: 85 percent / thionyl chloride / CH2Cl2 / Heating 2: 89 percent / Et3N / acetone / 3 h | |
Withsodium acetate;
acetic anhydride;
at 75 ℃; | |
Withacetic anhydride; | |
Withsodium acetate;
acetic anhydride;
at 60 ℃;
for 2h; | |
Withsulfuric acid;
acetic acid;
at 60 ℃;
for 0.75h; | |
Withsodium acetate;
acetic anhydride;
at 80 ℃; | |
Withsodium acetate;
acetic anhydride;
at 80 ℃;
for 10h; | 3.44 g |
- 37904-11-3
3-chloro-1-(4-nitrophenyl)pyrrolidine-2,5-dione
- 4338-06-1
N-(4-nitrophenyl)maleimide
| Conditions | Yield |
|---|---|
| 89% |
- 80818-24-2
(Z)-(2-methyl-4-(4-nitrophenylamino)-4-oxo)but-2-enoic acid
- 4338-06-1
N-(4-nitrophenyl)maleimide
- 37904-11-3
3-chloro-1-(4-nitrophenyl)pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
Multi-step reaction with 3 steps 1: tetrahydrofuran / 24 h / Reflux 2: tetrahydrofuran / 2 h / Reflux 3: triethylamine; thionyl chloride / tetrahydrofuran / 6.5 h / 20 °C / Reflux |
- 36342-10-6
(Z)-3-(4-nitro-phenylcarbamoyl)-acrylic acid
- 4338-06-1
N-(4-nitrophenyl)maleimide
- 37904-11-3
3-chloro-1-(4-nitrophenyl)pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
| 0.611 g |
- 100-01-6,104810-17-5
4-nitro-aniline
- 4338-06-1
N-(4-nitrophenyl)maleimide
- 37904-11-3
3-chloro-1-(4-nitrophenyl)pyrrolidine-2,5-dione
| Conditions | Yield |
|---|---|
Multi-step reaction with 2 steps 1: tetrahydrofuran / 2 h / Reflux 2: triethylamine; thionyl chloride / tetrahydrofuran / 6.5 h / 20 °C / Reflux |
| Conditions | Yield |
|---|---|
| 37% 62% | |
Withbismuth (III) nitrate pentahydrate;
acetic anhydride;Indichloromethane;at 23 ℃;
regioselective reaction; | 40% |
| Conditions | Yield |
|---|---|
Withacetic acid;
at 140 ℃; | 81% |
Withsodium acetate;
acetic anhydride;
at 120 ℃;
for 0.5h;
Microwave irradiation; Withsodium hydroxide;Inwater; | 62.1% |
WithPPA;
at 80 ℃;
for 15h; | 54% |
Withsodium acetate;
acetic anhydride;
at 100 ℃;
for 2h; | 50% |
Withsodium acetate;
acetic anhydride;
at 120 ℃; | |
Inert atmosphere; | |
Withmanganese(II) acetate;
acetic anhydride;
triethylamine;
at 50 - 60 ℃;
for 2h; | |
Withsodium acetate;
acetic anhydride;
at 80 ℃;
for 1h; | |
- 4338-06-1
N-(4-nitrophenyl)maleimide
| Conditions | Yield |
|---|---|
Withsodium acetate;
acetic anhydride;
at 100 ℃; |
1H-Pyrrole-2,5-dione,1-(4-nitrophenyl)- Raw materials
- 36342-10-6
4-(4-nitrophenylamino)-4-oxobut-2-enoic acid
- 941-69-5
N-phenyl-maleimide
- 30186-41-5
1-(4-nitrophenyl)pyrrole-2-carbaldehyde
- 36342-10-6
(Z)-3-(4-nitro-phenylcarbamoyl)-acrylic acid
- 108-31-6
maleic anhydride
1H-Pyrrole-2,5-dione,1-(4-nitrophenyl)- Target Products
- 60437-33-4
2-(2-amino-4-methyl-7-oxo-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazin-6-yl)-N-(4-nitro-phenyl)-acetamide
- 35216-34-3
2-(4-chloro-phenyl)-5-(4-nitro-phenyl)-3c-phenyl-(3ar,6ac)-tetrahydro-pyrrolo[3,4-d]isoxazole-4,6-dione
- 35216-29-6
2-(4-tert-butyl-phenyl)-5-(4-nitro-phenyl)-3t-phenyl-(3ar,6ac)-tetrahydro-pyrrolo[3,4-d]isoxazole-4,6-dione
- 35216-29-6
2-(4-tert-butyl-phenyl)-5-(4-nitro-phenyl)-3c-phenyl-(3ar,6ac)-tetrahydro-pyrrolo[3,4-d]isoxazole-4,6-dione
- 35216-15-0
5-(4-nitro-phenyl)-2,3t-diphenyl-(3ar,6ac)-tetrahydro-pyrrolo[3,4-d]isoxazole-4,6-dione
Business Type:
- Lab/Research institutionsTrading CompanyManufacturers
Certificate:
- Product LicenseEnterprise AuthenticationISOGMPFDAHALAL
Country :
China (Mainland)(10)
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