ethyl 5-methyl-1-(2-methylthiobenzyl)-2,4-dioxo-6-(4-propionylaminophenyl)-1,2,3,4-tetrahydrothieno<2,3-d>pyrimidine-3-acetate

Base Information

Chemical Name:ethyl 5-methyl-1-(2-methylthiobenzyl)-2,4-dioxo-6-(4-propionylaminophenyl)-1,2,3,4-tetrahydrothieno<2,3-d>pyrimidine-3-acetate
CAS No.:165809-27-8
Molecular Formula:C₂₈H₂₉N₃O₅S₂
Molecular Weight:551.687
Hs Code.:

Synonyms:ethyl 5-methyl-1-(2-methylthiobenzyl)-2,4-dioxo-6-(4-propionylaminophenyl)-1,2,3,4-tetrahydrothieno<2,3-d>pyrimidine-3-acetate

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Chemical Property of ethyl 5-methyl-1-(2-methylthiobenzyl)-2,4-dioxo-6-(4-propionylaminophenyl)-1,2,3,4-tetrahydrothieno<2,3-d>pyrimidine-3-acetate

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Technology Process of ethyl 5-methyl-1-(2-methylthiobenzyl)-2,4-dioxo-6-(4-propionylaminophenyl)-1,2,3,4-tetrahydrothieno<2,3-d>pyrimidine-3-acetate

There total 8 articles about ethyl 5-methyl-1-(2-methylthiobenzyl)-2,4-dioxo-6-(4-propionylaminophenyl)-1,2,3,4-tetrahydrothieno<2,3-d>pyrimidine-3-acetate 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: 74.0%

: 79-03-8
propionyl chloride

: 165809-12-1
ethyl 6-(4-aminophenyl)-5-methyl-1-(2-methylthiobenzyl)-2,4-dioxo-1,2,3,4-tetrahydrothieno<2,3-d>pyrimidine-3-acetate

: 165809-27-8
ethyl 5-methyl-1-(2-methylthiobenzyl)-2,4-dioxo-6-(4-propionylaminophenyl)-1,2,3,4-tetrahydrothieno<2,3-d>pyrimidine-3-acetate

Guidance literature:: With triethylamine; In dichloromethane; for 1.5h; Ambient temperature;
DOI:10.1248/cpb.46.1724

Reference yield:

: 6186-22-7
4-bromophenyl acetone

: 165809-27-8
ethyl 5-methyl-1-(2-methylthiobenzyl)-2,4-dioxo-6-(4-propionylaminophenyl)-1,2,3,4-tetrahydrothieno<2,3-d>pyrimidine-3-acetate

Guidance literature:: Multi-step reaction with 7 steps

1: NH₄OAc, AcOH / benzene / 24 h / Heating

2: S, Et₂NH / ethanol / 2 h / 60 °C

3: 1.) pyridine, 2.) NaOEt / 1.) 45 deg C, 3 h, 2.) EtOH, RT, 1.5 h

4: 52 percent / conc. H₂SO₄, NaNO₃ / 1 h / 0 °C

5: 69 percent / K₂CO₃, KI / dimethylformamide / 48 h / Ambient temperature

6: 74 percent / conc. aq. HCl, Fe / ethanol / 0.5 h / Heating

7: 74 percent / Et₃N / CH₂Cl₂ / 1.5 h / Ambient temperature

With pyridine; hydrogenchloride; sodium nitrate; sulfuric acid; ammonium acetate; sodium ethanolate; iron; potassium carbonate; acetic acid; diethylamine; triethylamine; potassium iodide; In ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1248/cpb.46.1724

Reference yield:

: 26190-68-1
1-chloromethyl-2-methylsulfanylbenzene

: 165809-27-8
ethyl 5-methyl-1-(2-methylthiobenzyl)-2,4-dioxo-6-(4-propionylaminophenyl)-1,2,3,4-tetrahydrothieno<2,3-d>pyrimidine-3-acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 69 percent / K₂CO₃, KI / dimethylformamide / 48 h / Ambient temperature

2: 74 percent / conc. aq. HCl, Fe / ethanol / 0.5 h / Heating

3: 74 percent / Et₃N / CH₂Cl₂ / 1.5 h / Ambient temperature

With hydrogenchloride; iron; potassium carbonate; triethylamine; potassium iodide; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.46.1724