N-(4-nitrophenyl)morpholine-4-carboxamide

Base Information

• Chemical Name: N-(4-nitrophenyl)morpholine-4-carboxamide
• CAS No.: 36894-28-7
• Molecular Formula: C11H13N3O4
• Molecular Weight: 251.242
• European Community (EC) Number: 664-896-0
• NSC Number: 328192
• DSSTox Substance ID: DTXSID40318277
• Wikidata: Q82073635
• Mol file: 36894-28-7.mol

Synonyms:N-(4-nitrophenyl)morpholine-4-carboxamide;36894-28-7;NSC 328192;NSC328192;SCHEMBL2386321;DTXSID40318277;STK260041;AKOS001610825;NSC-328192;EU-0069761;4-(N-(4-NITROPHENYL)CARBAMOYL)MORPHOLINE;SR-01000107960;SR-01000107960-1

Chemical Property of N-(4-nitrophenyl)morpholine-4-carboxamide

Chemical Property:

• Vapor Pressure: 1.51E-10mmHg at 25°C
• Boiling Point: 510.7°Cat760mmHg
• Flash Point: 262.7°C
• Density: 1.403g/cm³
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 251.09060590
• Heavy Atom Count: 18
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1COCCN1C(=O)NC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of N-(4-nitrophenyl)morpholine-4-carboxamide

There total 6 articles about N-(4-nitrophenyl)morpholine-4-carboxamide 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: 64.0%

morpholine (110-91-8,99108-56-2) + 4-nitrobenzohydroxamic acid (1613-76-9) → morpholine-4-carboxylic acid 4-nitro-anilide (36894-28-7)

Guidance literature:

4-nitrobenzohydroxamic acid; With 4-methyl-morpholine; dimethylbromosulphonium bromide; In 1,2-dichloro-ethane; at 0 ℃; for 2h; Inert atmosphere;

morpholine; In 1,2-dichloro-ethane; at 0 - 80 ℃;

DOI:10.1016/j.tetlet.2012.03.129

Reference yield:

4-nitrophenylisocyanide dichloride (2666-74-2) → morpholine-4-carboxylic acid 4-nitro-anilide (36894-28-7)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 0.17 h / Ambient temperature

2: KF, trufluoroethanol

3: DABSO / H₂O / 25 °C / pH 9.3; ionic strength 1.0 M (KCl); solvolysis of fluoroformamides; rate constants for solvolysis; formation of imidinium ions; rate constants for hydration of imidinium ions; rate constants for trapping of imidinium ions by thiolacetate anions

With potassium fluoride; trufluoroethanol; In water; toluene;

DOI:10.1021/ja970628i

Reference yield:

N-(4-Nitro-phenyl)-morpholine-4-carboximidoyl chloride → morpholine-4-carboxylic acid 4-nitro-anilide (36894-28-7)

Guidance literature:

Multi-step reaction with 2 steps

1: KF, trufluoroethanol

2: DABSO / H₂O / 25 °C / pH 9.3; ionic strength 1.0 M (KCl); solvolysis of fluoroformamides; rate constants for solvolysis; formation of imidinium ions; rate constants for hydration of imidinium ions; rate constants for trapping of imidinium ions by thiolacetate anions

With potassium fluoride; trufluoroethanol; In water;

DOI:10.1021/ja970628i

upstream raw materials:

N-phenyl-1-morpholinecarbimidoyl chloride

4-nitrophenylisocyanide dichloride

morpholine

4-nitrobenzohydroxamic acid

Refernces

• 1、 Dalby, Kevin N.,Jencks, William P.. "Lifetimes of imidinium ions in aqueous solution". . p. 7271 - 7280. Retrieved 2007/10/03.