1-(3,5-dimethoxyphenyl)-3-ferrocenyl-propynone

Base Information

• Chemical Name: 1-(3,5-dimethoxyphenyl)-3-ferrocenyl-propynone
• CAS No.: 1006657-20-0
• Molecular Formula: C₂₁H₁₈FeO₃
• Molecular Weight: 374.219
• Mol file: 1006657-20-0.mol

Synonyms:1-(3,5-dimethoxyphenyl)-3-ferrocenyl-propynone

Chemical Property of 1-(3,5-dimethoxyphenyl)-3-ferrocenyl-propynone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3,5-dimethoxyphenyl)-3-ferrocenyl-propynone

There total 1 articles about 1-(3,5-dimethoxyphenyl)-3-ferrocenyl-propynone 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: 60.0%

ferroceneacetylene (1271-47-2) + 3,5-dimethoxybenzoyl chloride (17213-57-9) → 1-(3,5-dimethoxyphenyl)-3-ferrocenyl-propynone (1006657-20-0)

Guidance literature:

With PdCl₂(P(C₆H₅)3)2; CuI; HCl; In triethylamine; mixt. of ferrocenylethyne, PdCl2(PPh3)2 and CuI in anhyd. Et3N stirred under Ar for 30 min, (CH3O)2C6H3COCl added, 3 h at room temp., aq. 2.5 M HCl added to neutralize Et3N, deluted with aq. soln. NaHCO3; extn. (ethyl acetate), evapn. at reduced pressure, crystn. (ethyl acetate/hexane), react. monitored by GC (HP 225 packed column), elem. anal.;

DOI:10.1016/j.molcata.2006.09.018

Reference yield: 56.0%

6-Amino-1,3-dimethylbarbituric acid (6642-31-5) + 1-(3,5-dimethoxyphenyl)-3-ferrocenyl-propynone (1006657-20-0) → 7-ferrocenyl-5-(3,5-dimethyloxyphenyl)-1,3-dimethylpyrido[3,3-d]pyrimidine-2,4-dione (1006657-22-2)

Guidance literature:

With catalyst: Ni(CN)2/CO/KCN/NaOH; In water; 5N NaOH soln.degassed and saturated with CO under atm. pressure for 30 min, Ni(CN)2*4H2O added, kept at room temp. overnight with stirring and slow bubbling of CO, KCN added, stirred for 0.5 h, FcCCOC6H3(OMe)2 and aminodimethyluracil added, 12 h; extn. (ethyl acetate), evapn., drying (MgSO4), react. monitored by TLC, GC (HP 225 packed column), elem. anal.;

DOI:10.1016/j.molcata.2006.09.018

Reference yield: 55.0%

7-amino-4-methylcoumarin. (26093-31-2) + 1-(3,5-dimethoxyphenyl)-3-ferrocenyl-propynone (1006657-20-0) → 8-ferrocenyl-6-(3,5-dimethylphenyl)-4-methyl-2H-pyrano[3,2-g]quinolin-2-one (1359720-98-1) + 7-(1-ferrocenyl-3-(3,5-dimethoxyphenyl)-3-oxoprop-1-enylamino)-4-methyl-2H-chromen-2-one (1359720-97-0)

Guidance literature:

With NaOH; CO; Ni(CN)2*4H₂O; tetracyanonickelate^(0)(4-); In ethanol; water; 5 N NaOH (10 ml) degassed and satd. with CO (30 min); Ni(CN)2*4H2O (0.2 mmol) added; kept (room temp., stirring, CO bubbling 2-3 ml/min) overnight; KCN (1.5 mmol) added; stirred (0.5 h); ketoalkyl (1 mmol), coumarin (2 mmol), EtOH (2 ml) added; monitored by TLC; extd. with ethylacetate; dried over MgSO4; evapd.; flash chromy.;

DOI:10.1016/j.jorganchem.2011.11.010

upstream raw materials:

ferroceneacetylene

3,5-dimethoxybenzoyl chloride

Downstream raw materials:

7-ferrocenyl-5-(3,5-dimethyloxyphenyl)-1,3-dimethylpyrido[3,3-d]pyrimidine-2,4-dione

8-ferrocenyl-6-(3,5-dimethylphenyl)-4-methyl-2H-pyrano[3,2-g]quinolin-2-one

7-(1-ferrocenyl-3-(3,5-dimethoxyphenyl)-3-oxoprop-1-enylamino)-4-methyl-2H-chromen-2-one