2-[4-[[2-(2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

Base Information

Chemical Name:2-[4-[[2-(2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid
CAS No.:1552320-90-7
Molecular Formula:C₂₅H₂₁N₃O₄S
Molecular Weight:459.525
Hs Code.:

Synonyms:2-[4-[[2-(2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

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Chemical Property of 2-[4-[[2-(2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

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Technology Process of 2-[4-[[2-(2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

There total 8 articles about 2-[4-[[2-(2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid 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:

: 1552321-48-8
C₂₇H₂₅N₃O₄S

: 1552320-90-7
2-[4-[[2-(2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 24h;
DOI:10.1016/j.bmcl.2013.12.076

Reference yield:

: 1552320-80-5
ethyl 2-[4-[(2-chloro-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl)amino]phenyl]acetate

: 1552320-90-7
2-[4-[[2-(2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane; water / 1 h / 130 °C / Microwave irradiation

2: sodium hydroxide / methanol; tetrahydrofuran / 24 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water;
DOI:10.1016/j.bmcl.2013.12.076

Reference yield:

: 38555-40-7
methyl 4-{[2-(methyloxy)-2-oxoethyl]thio}butanoate

: 1552320-90-7
2-[4-[[2-(2-naphthyl)-5,5-dioxo-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidin-4-yl]amino]phenyl]acetic acid

Guidance literature:: Multi-step reaction with 8 steps

1: sodium methylate / toluene / 3 h / 105 °C

2: potassium hydroxide / methanol / 16 h / 20 °C

3: water; acetic acid / 72 h / 110 °C

4: N,N-dimethyl-aniline; trichlorophosphate / 18 h / 90 °C

5: N-ethyl-N,N-diisopropylamine / ethanol / 65 h / Reflux

6: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C

7: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,2-dimethoxyethane; water / 1 h / 130 °C / Microwave irradiation

8: sodium hydroxide / methanol; tetrahydrofuran / 24 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; sodium methylate; sodium carbonate; acetic acid; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; potassium hydroxide; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; toluene; 1: |Dieckmann Condensation;
DOI:10.1016/j.bmcl.2013.12.076