N-(3-aminopropyl)acetamide

Base Information

• Chemical Name: N-(3-aminopropyl)acetamide
• CAS No.: 4078-13-1
• Molecular Formula: C5H12N2O
• Molecular Weight: 116.163
• Hs Code.: 2924190090
• European Community (EC) Number: 829-882-2
• DSSTox Substance ID: DTXSID00549626
• Nikkaji Number: J802.193G
• Wikidata: Q82428732
• Mol file: 4078-13-1.mol

Synonyms:N-(3-aminopropyl)acetamide;4078-13-1;N-Acetyl-1,3-propanediamine;MFCD09863401;Acetamide, N-(3-aminopropyl)-;N-acetyl-1 ,3-diaminopropane;SCHEMBL1312588;DTXSID00549626;YFZBPSXRYCOKCW-UHFFFAOYSA-N;AR2174;AKOS000202172;BS-12835;SY023192;A6806;CS-0200175;EN300-30722;F8888-5285;Z295405102;LFU

Chemical Property of N-(3-aminopropyl)acetamide

Chemical Property:

• Boiling Point: 130 °C(Press: 3 Torr)
• PKA: 16.30±0.46(Predicted)
• PSA: 58.61000
• Density: 0.9879 g/cm3
• LogP: 1.01190
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 116.094963011
• Heavy Atom Count: 8
• Complexity: 72.8

Purity/Quality:

97% ^*data from raw suppliers

N-Acetyl-1,3-propanediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NCCCN
• Description: N-(3-Aminopropyl)acetamide is a monoacetylated polyamine that can be used as a building block in the synthesis of heterocyclic compounds. Polyamines are promising biochemical markers of cancer and many other pathophysiological conditions, thus their concentrations in biological fluids have been analyzed.
• Uses: N-Acetyl-1,3-propanediamine is an protected intermediate in the synthesis of analogs of Spermidine (S680400), an antineoplastic agent.

Technology Process of N-(3-aminopropyl)acetamide

There total 10 articles about N-(3-aminopropyl)acetamide 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%

ethyl acetate (141-78-6) + Trimethylenediamine (109-76-2,54018-94-9) → N-(3-aminopropyl)acetamide (4078-13-1)

Guidance literature:

at 90 ℃; for 16h;

DOI:10.1063/1.462121

Reference yield: 32.0%

propan-1-ol-3-amine (156-87-6) + acetonitrile (75-05-8,26809-02-9) → N-(3-aminopropyl)acetamide (4078-13-1)

Guidance literature:

With sulfuric acid; acetic acid; at 20 ℃; for 5h;

DOI:10.1016/j.ejmech.2007.11.013

Reference yield:

N-acetyl-2-cyanoethylamine (1119-50-2) → N-(3-aminopropyl)acetamide (4078-13-1)

Guidance literature:

With nickel; at 60 ℃; under 205942 Torr; Hydrogenation;

DOI:10.1021/ja01211a021

upstream raw materials:

N-acetyl-2-cyanoethylamine

ethyl acetate

Trimethylenediamine

acetic acid

Downstream raw materials:

N-(7-chloroquinolin-4-yl)propane-1,3-diamine

3-Acetylamino-N-(2-bromobenzylidene)propylamine

3-Acetylamino-N-(2-cyanobenzylidene)propylamine

(3-acetylamino-propyl)-carbamic acid 4-(1-amino-ethyl)-phenyl ester

Refernces

• 1、 Karube,Maeda,Imoto,et al.. "Evaluation of 99mTc-labeled amino acids as radiopharmaceuticals. III. 99mTc complexes of ligands related to ethylenediamine-N,N-diacetic acid for tumor visualization". . p. 2529 - 2533. Retrieved 1982.
• 2、 Ansu-Gyeabourh, Emelia,Amoah, Enoch,Ganesa, Chandrashekar,Badu-Tawiah, Abraham K.. "Monoacylation of Symmetrical Diamines in Charge Microdroplets". . p. 531 - 536. Retrieved 2021/01/13.
• 3、 Baranov, Vladimir V.,Antonova, Maria M.,Karnoukhova, Valentina A.,Kravchenko, Angelina N.. "Unusual formation of imidazooxazolone in the reaction of 1-[(2-acetylamino)ethyl]imidazolone with KSCN in the presence of AcOH". . p. 63 - 72. Retrieved 2021/03/30.