3-Amino-5-hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

Base Information

Chemical Name:3-Amino-5-hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone
CAS No.:161621-05-2
Molecular Formula:C₂₃H₂₄N₂O₅
Molecular Weight:408.454
Hs Code.:

Synonyms:3-Amino-5-hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

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Chemical Property of 3-Amino-5-hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

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Technology Process of 3-Amino-5-hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

There total 5 articles about 3-Amino-5-hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone 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: 68.0%

: 161621-04-1
5-Hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

: 161621-05-2
3-Amino-5-hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

Guidance literature:: With sodium acetate; ammonium chloride; In ethanol; for 13h; Heating;
DOI:10.1021/jo00099a045

Reference yield:

: 96227-40-6
5-methoxy-3-methylbenzoic acid chloride

: 161621-05-2
3-Amino-5-hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

Guidance literature:: Multi-step reaction with 3 steps

1: CH₂Cl₂ / 12 h / 23 °C

2: 1.) t-BuLi, Me₃SnCl / 2.) Pd(PPh₃)4-CuBr / 1.) THF, pentane, -20 deg C, 2 h; -20 deg C, 30 min, 2.) 1,4-dioxane, reflux, 15 h

3: 68 percent / NH₄Cl, NaOAc / ethanol / 13 h / Heating

With trimethyltin(IV)chloride; tert.-butyl lithium; sodium acetate; ammonium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) bromide; In ethanol; dichloromethane;
DOI:10.1021/jo00099a045

Reference yield:

: 585-81-9
3-hydroxy-5-methylbenzoic acid

: 161621-05-2
3-Amino-5-hydroxy-2-<6-methoxy-4-methyl-2-<(diethylamino)carbonyl>phenyl>-1,4-naphthoquinone

Guidance literature:: Multi-step reaction with 5 steps

1: aq. NaOH / 24 h / Heating

2: SOCl₂, DMF / CH₂Cl₂ / 3 h / 23 °C

3: CH₂Cl₂ / 12 h / 23 °C

4: 1.) t-BuLi, Me₃SnCl / 2.) Pd(PPh₃)4-CuBr / 1.) THF, pentane, -20 deg C, 2 h; -20 deg C, 30 min, 2.) 1,4-dioxane, reflux, 15 h

5: 68 percent / NH₄Cl, NaOAc / ethanol / 13 h / Heating

With sodium hydroxide; thionyl chloride; trimethyltin(IV)chloride; tert.-butyl lithium; sodium acetate; ammonium chloride; N,N-dimethyl-formamide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(I) bromide; In ethanol; dichloromethane;
DOI:10.1021/jo00099a045