4-amino-2-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-6(7H)-one

Base Information

Chemical Name:4-amino-2-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-6(7H)-one
CAS No.:1312594-40-3
Molecular Formula:C₁₅H₁₄N₂O₂S
Molecular Weight:286.354
Hs Code.:

Synonyms:4-amino-2-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-6(7H)-one

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Chemical Property of 4-amino-2-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-6(7H)-one

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Technology Process of 4-amino-2-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-6(7H)-one

There total 6 articles about 4-amino-2-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-6(7H)-one 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:

: 1312594-37-8
methyl 4-amino-2-methyl-3-[3-(methyloxy)phenyl]-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carboxylate

: 1312594-40-3
4-amino-2-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-6(7H)-one

Guidance literature:: methyl 4-amino-2-methyl-3-[3-(methyloxy)phenyl]-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carboxylate; With water; sodium hydroxide; In ethanol; for 2h; Reflux;

With hydrogenchloride; In dichloromethane; water; pH=7;

In diphenylether; at 200 ℃; for 2h; Inert atmosphere;

Reference yield:

: 591-31-1
3-methoxy-benzaldehyde

: 1312594-40-3
4-amino-2-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-6(7H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: diethyl ether; tetrahydrofuran / 3 h / Cooling with ice

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C

2.2: 1 h / -78 °C

3.1: 1,1,1,3,3,3-hexamethyl-disilazane; acetic acid / 12 h / 70 °C / Inert atmosphere

4.1: sulfur; sodium hydrogencarbonate; water / tetrahydrofuran / 16 h / 35 °C

5.1: tin(IV) chloride / toluene / 2 h / Reflux; Inert atmosphere

6.1: sodium hydroxide; water / ethanol / 2 h / Reflux

6.2: pH 7

6.3: 2 h / 200 °C / Inert atmosphere

With oxalyl dichloride; water; tin(IV) chloride; sodium hydrogencarbonate; sulfur; acetic acid; dimethyl sulfoxide; 1,1,1,3,3,3-hexamethyl-disilazane; sodium hydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; toluene;

Reference yield:

: 37951-49-8
1-(3-methoxyphenyl)propan-1-one

: 1312594-40-3
4-amino-2-methyl-3-[3-(methyloxy)phenyl]thieno[2,3-b]pyridin-6(7H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane; acetic acid / 12 h / 70 °C / Inert atmosphere

2.1: sulfur; sodium hydrogencarbonate; water / tetrahydrofuran / 16 h / 35 °C

3.1: tin(IV) chloride / toluene / 2 h / Reflux; Inert atmosphere

4.1: sodium hydroxide; water / ethanol / 2 h / Reflux

4.2: pH 7

4.3: 2 h / 200 °C / Inert atmosphere

With water; tin(IV) chloride; sodium hydrogencarbonate; sulfur; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane; sodium hydroxide; In tetrahydrofuran; ethanol; toluene;