5-Morpholino-2-nitroaniline

Base Information

• Chemical Name: 5-Morpholino-2-nitroaniline
• CAS No.: 54998-00-4
• Molecular Formula: C10H13 N3 O3
• Molecular Weight: 223.232
• Hs Code.: 2934999090
• European Community (EC) Number: 641-340-5
• DSSTox Substance ID: DTXSID80344414
• Wikidata: Q72440072
• Mol file: 54998-00-4.mol

Synonyms:5-Morpholino-2-nitroaniline;54998-00-4;5-morpholin-4-yl-2-nitroaniline;5-(morpholin-4-yl)-2-nitroaniline;4-(3-Amino-4-nitrophenyl)morpholine;5-Morpholin-4-yl-2-nitro-phenylamine;5-morpholin-4-yl-2-nitrophenylamine;5-(4-Morpholinyl)-2-nitroaniline;Benzenamine, 5-(4-morpholinyl)-2-nitro-;CBMicro_047750;L-Isoleucinamidehydrochloride;Oprea1_200789;SCHEMBL2445796;5-morpholino-2-nitrobenzenamine;DTXSID80344414;5-morpholin-4-yl-2-nitro-aniline;AMY13582;MFCD00511844;n-(4-nitro-3-aminophenyl)morpholine;STK033978;5-(4-Morpholinyl)-2-nitroaniline #;AKOS000423723;BP-10616;BIM-0047935.P001;CS-0171060;FT-0640284;EN300-314299;3T-0352;A830438;J-517838;Z57075373

Chemical Property of 5-Morpholino-2-nitroaniline

Chemical Property:

• Vapor Pressure: 5.38E-09mmHg at 25°C
• Melting Point: 182-185°C
• Boiling Point: 469.7°C at 760 mmHg
• PKA: 0.86±0.40(Predicted)
• Flash Point: 237.9°C
• PSA: 84.31000
• Density: 1.337g/cm³
• LogP: 2.18300
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 223.09569129
• Heavy Atom Count: 16
• Complexity: 250

Purity/Quality:

98%min ^*data from raw suppliers

5-Morpholino-2-nitroaniline ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=CC(=C(C=C2)[N+](=O)[O-])N

Technology Process of 5-Morpholino-2-nitroaniline

There total 7 articles about 5-Morpholino-2-nitroaniline 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: 95.0%

morpholine (110-91-8,99108-56-2) + 5-chloro-2-nitroaniline (1635-61-6) → 5-morpholino-2-nitroaniline (54998-00-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jm500427n

Reference yield: 92.0%

→ 5-morpholino-2-nitroaniline (54998-00-4)

Guidance literature:

Reference yield: 61.2%

N-tert-butoxycarbonyl-N-(5-morpholinyl-2-nitrophenyl)carbamic acid tert-butyl ester → 5-morpholino-2-nitroaniline (54998-00-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

upstream raw materials:

morpholine

5-chloro-2-nitroaniline

N,N-dimethyl-formamide

5-bromo-2-nitroaniline

Downstream raw materials:

4-morpholinobenzene-1,2-diamine

ethyl 2-(5-morpholin-4-ylbenzimidazol-2-yl)acetate

4-{2-[4-(benzyloxy)phenyl]benzimidazol-6-yl}morpholine

7-methoxy-8-{5-[2-[(4-(benzyloxy)phenyl)-6-morpholino]benzimidazol-1-yl]pentyl}oxy-(11aS)-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one

Refernces

• 1、 -. "Pyrazole spleen tyrosine kinase inhibitor as well as preparation method and application thereof". Paragraph 0256-0259. . Retrieved 2020/12/29.
• 2、 Kaulage, Mangesh H.,Maji, Basudeb,Pasadi, Sanjeev,Ali, Asfa,Bhattacharya, Santanu,Muniyappa. "Targeting G-quadruplex DNA structures in the telomere and oncogene promoter regions by benzimidazole?carbazole ligands". . p. 178 - 194. Retrieved 2018/02/20.