1-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-4-(3,4,5-trimethoxyphenyl)butane-1,4-dione

Base Information

Chemical Name:1-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-4-(3,4,5-trimethoxyphenyl)butane-1,4-dione
CAS No.:245469-66-3
Molecular Formula:C₂₈H₂₈ClIO₇S
Molecular Weight:670.95
Hs Code.:

Synonyms:1-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-4-(3,4,5-trimethoxyphenyl)butane-1,4-dione

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Chemical Property of 1-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-4-(3,4,5-trimethoxyphenyl)butane-1,4-dione

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Technology Process of 1-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-4-(3,4,5-trimethoxyphenyl)butane-1,4-dione

There total 7 articles about 1-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-4-(3,4,5-trimethoxyphenyl)butane-1,4-dione 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: 89.0%

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

: 245469-65-2
1-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]prop-2-en-1-one

: 245469-66-3
1-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-4-(3,4,5-trimethoxyphenyl)butane-1,4-dione

Guidance literature:: With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine; In N,N-dimethyl-formamide; at 65 ℃; for 4.5h;
DOI:10.1016/S0040-4020(99)00544-X

Reference yield:

: 103440-59-1
1-(4-hydroxy-3-iodo-5-methoxy-phenyl)ethan-1-one

: 245469-66-3
1-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-4-(3,4,5-trimethoxyphenyl)butane-1,4-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 50 percent / K₂CO₃ / dimethylformamide / 3.5 h / 78 °C

2: 88 percent / CH₃ONa / tetrahydrofuran / 8 h / 20 °C

3: aq. HCl / propan-2-ol / 3 h / Heating

4: 97 percent / ethyl acetate / 2 h / 20 °C

5: 90 percent / ethyl acetate; H₂O / 4 h / Heating

6: 89 percent / Et₃N; 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride / dimethylformamide / 4.5 h / 65 °C

With hydrogenchloride; sodium methylate; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; potassium carbonate; triethylamine; In tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; 1: Alkylation / 2: Substitution / 3: Condensation / 4: Alkylation / 5: Elimination / 6: Condensation;
DOI:10.1016/S0040-4020(99)00544-X

Reference yield:

: 498-02-2
1-(3-methoxy-4-hydroxyphenyl)ethanone

: 245469-66-3
1-[3-methoxy-4-(4-chlorophenylthioethoxy)-5-iodophenyl]-4-(3,4,5-trimethoxyphenyl)butane-1,4-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / I₂; NaOH / H₂O / 3.5 h / Heating

2: 50 percent / K₂CO₃ / dimethylformamide / 3.5 h / 78 °C

3: 88 percent / CH₃ONa / tetrahydrofuran / 8 h / 20 °C

4: aq. HCl / propan-2-ol / 3 h / Heating

5: 97 percent / ethyl acetate / 2 h / 20 °C

6: 90 percent / ethyl acetate; H₂O / 4 h / Heating

7: 89 percent / Et₃N; 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride / dimethylformamide / 4.5 h / 65 °C

With hydrogenchloride; sodium hydroxide; iodine; sodium methylate; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; potassium carbonate; triethylamine; In tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; 1: Iodination / 2: Alkylation / 3: Substitution / 4: Condensation / 5: Alkylation / 6: Elimination / 7: Condensation;
DOI:10.1016/S0040-4020(99)00544-X