2,4-Pentanedione, 3-(aminomethylene)- (6CI,7CI,9CI)

Base Information

• Chemical Name: 2,4-Pentanedione, 3-(aminomethylene)- (6CI,7CI,9CI)
• CAS No.: 71591-87-2
• Molecular Formula: C₆H₉NO₂
• Molecular Weight: 127.143
• Hs Code.: 29223990
• Mol file: 71591-87-2.mol

Synonyms:3-Aminomethylene-2,4-pentanedione;NSC 48097

Chemical Property of 2,4-Pentanedione, 3-(aminomethylene)- (6CI,7CI,9CI)

Chemical Property:

• Vapor Pressure: 0.00478mmHg at 25°C
• Melting Point: 142 °C
• Boiling Point: 276.5°C at 760 mmHg
• PKA: 3.06±0.70(Predicted)
• Flash Point: 121°C
• PSA: 60.16000
• Density: 1.069g/cm³
• LogP: 0.70730

Purity/Quality:

99% ^*data from raw suppliers

3-(Aminomethylene)pentane-2,4-dione 95% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,4-Pentanedione, 3-(aminomethylene)- (6CI,7CI,9CI)

There total 12 articles about 2,4-Pentanedione, 3-(aminomethylene)- (6CI,7CI,9CI) 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: 91.0%

3-(1,3-dithian-2-yl)-pentane-2,4-dione (100596-16-5) → 3-(aminomethylene)pentane-2,4-dione (71591-87-2)

Guidance literature:

With iron(III) chloride; ammonium hydroxide; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1021/ol200246x

Reference yield: 89.0%

3-dimethylaminomethylenepentane-2,4-dione (18856-72-9) → 3-(aminomethylene)pentane-2,4-dione (71591-87-2)

Guidance literature:

With ammonium acetate; In ethanol; Reflux;

DOI:10.1021/jo101949y

Reference yield: 74.0%

3-formyl-2,4-dioxopentane (16690-08-7) → 3-(aminomethylene)pentane-2,4-dione (71591-87-2)

Guidance literature:

3-formyl-2,4-dioxopentane; With 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; at 0 - 20 ℃; for 14h;

With hydrogenchloride; In dichloromethane; water; for 0.25h;

DOI:10.1021/jo9004475

upstream raw materials:

ethoxylideneacetylacetone

1,3,5-Triazine

acetylacetone

Phenyl-methyl-sulfilimin

Downstream raw materials:

3-(benzoylamino-methylene)-pentane-2,4-dione

1-(1,5-dimethyl-1H-pyrazol-4-yl)ethan-1-one

acetyl-5 methyl-4 phenyl-2 pyrimidine

Refernces

• 1、 Basilio Janke, Eline M.,Schlund, Sebastian,Paasche, Alexander,Engels, Bernd,Dede, Ruediger,Hussain, Ibrar,Langer, Peter,Rettig, Michael,Weisz, Klaus. "Tautomeric equilibria of 3-formylacetylacetone: Low-temperature NMR spectroscopy and ab initio calculations". . p. 4878 - 4881. Retrieved 2009.
• 2、 Zhang, Rui,Zhang, Dingyuan,Liang, Yongjiu,Zhou, Guangyuan,Dong, Dewen. "Vilsmeier reaction of 3-aminopropenamides: One-pot synthesis of pyrimidin-4(3 H)-ones". supporting information; experimental part. p. 2880 - 2883. Retrieved 2011/05/28.