5-Nitro-2-(pyrrolidin-1-yl)benzaldehyde

Base Information

• Chemical Name: 5-Nitro-2-(pyrrolidin-1-yl)benzaldehyde
• CAS No.: 30742-59-7
• Molecular Formula: C11H12 N2 O3
• Molecular Weight: 220.228
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10383472
• Nikkaji Number: J2.648.092B
• Wikidata: Q72496212
• Mol file: 30742-59-7.mol

Synonyms:30742-59-7;5-nitro-2-(pyrrolidin-1-yl)benzaldehyde;5-nitro-2-pyrrolidin-1-ylbenzaldehyde;5-Nitro-2-(1-pyrrolidinyl)benzenecarbaldehyde;5-Nitro-2-pyrrolidin-1-yl-benzaldehyde;DTXSID10383472;JS-174C;2-Pyrrolizino-5-nitrobenzaldehyde;MFCD00455053;STK392849;AKOS000122462;5-nitro-2-(1-pyrrolidinyl)benzaldehyde;FT-0620698;EN300-07120;A820594;SR-01000047449;J-517866;SR-01000047449-1;Z31197444;Methyl 2-(4-(3,5-dimethylphenoxy)-3,5-dinitrophenyl)acetate

Chemical Property of 5-Nitro-2-(pyrrolidin-1-yl)benzaldehyde

Chemical Property:

• Vapor Pressure: 1.13E-06mmHg at 25°C
• Melting Point: 136oC
• Boiling Point: 402.1 ºC at 760 mmHg
• Flash Point: 197 ºC
• PSA: 66.13000
• Density: 1.314 g/cm³
• LogP: 2.59570
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 220.08479225
• Heavy Atom Count: 16
• Complexity: 271

Purity/Quality:

98%min ^*data from raw suppliers

5-Nitro-2-(pyrrolidin-1-yl)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C2=C(C=C(C=C2)[N+](=O)[O-])C=O

Technology Process of 5-Nitro-2-(pyrrolidin-1-yl)benzaldehyde

There total 3 articles about 5-Nitro-2-(pyrrolidin-1-yl)benzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

pyrrolidine (123-75-1) + 2-fluoro-5-nitrobenzaldehye (27996-87-8) → 5-nitro-2-(1-pyrrolidinyl)-benzaldehyde (30742-59-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 86.0%

pyrrole (109-97-7,30604-81-0) + 2-chloro-5-nitrobenzaldehyde (6361-21-3) → 5-nitro-2-(1-pyrrolidinyl)-benzaldehyde (30742-59-7)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 - 90 ℃; for 5h;

DOI:10.1134/S0022476621090171

Reference yield: 65.0%

pyrrolidine (123-75-1) → 5-nitro-2-(1-pyrrolidinyl)-benzaldehyde (30742-59-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 55 - 80 ℃; for 24h; Inert atmosphere;

DOI:10.1002/chem.200903457

upstream raw materials:

pyrrolidine

2-fluoro-5-nitrobenzaldehye

pyrrole

2-chloro-5-nitrobenzaldehyde

Downstream raw materials:

4-(5-nitro-2-pyrrolidin-1-yl-benzylidene)-2-phenyl-4H-oxazol-5-one

(E)-2-Cyano-3-(5-nitro-2-pyrrolidin-1-yl-phenyl)-acrylic acid butyl ester

(E)-5-Nitro-2-(1-pyrrolidinyl)benzaldoxim

(E)-ethyl α-cyano-2-(pyrrolidin-1-yl)-5-nitrocinnamate

Refernces

• 1、 Huang, P.-Y.,Liao, W.-K.,Liu, Y.,Ren, Q.,Zhao, C.-S.,Zhou, Z.-X.. "SYNTHESIS, CRYSTAL STRUCTURE, AND DFT STUDY OF 4-(2-CHLOROBENZYL)-1-(5-NITRO-2-(PYRROLIDIN-1-YL)PHENYL)- [1,2,4]TRIAZOLO[4,3-a]QUINAZOLIN-5(4H)-ONE". . p. 1472 - 1482. Retrieved 2021/11/03.
• 2、 Zhu, Shuai,Chen, Chunqi,Xiao, Mingyan,Yu, Liping,Wang, Liang,Xiao, Jian. "Construction of the tetrahydroquinoline spiro skeleton: Via cascade [1,5]-hydride transfer-involved C(sp3)-H functionalization "on water"". supporting information. p. 5653 - 5658. Retrieved 2017/12/06.