3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic acid

Base Information

• Chemical Name: 3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic acid
• CAS No.: 1310679-98-1
• Molecular Formula: C₂₀H₁₆N₂O₇
• Molecular Weight: 396.356

Synonyms:3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic acid

Chemical Property of 3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic acid

Chemical Property:

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Technology Process of 3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic acid

There total 3 articles about 3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic 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: 77.0%

1,1'-[(1,4-dihydro-1,4-dioxo-2,3-naphthalenediyl)bis-(oxy-4,1-phenylene)]bis(5,6-dihydropyrimidine-2,4(1H,3H)-dione) (1310679-94-7) → 3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic acid (1310679-98-1)

Guidance literature:

1,1'-[(1,4-dihydro-1,4-dioxo-2,3-naphthalenediyl)bis-(oxy-4,1-phenylene)]bis(5,6-dihydropyrimidine-2,4(1H,3H)-dione); With sodium hydroxide; In water; at 20 ℃; for 1.5h;

With hydrogenchloride; In water; pH=1;

DOI:10.1007/s00706-011-0466-x

Reference yield:

2,3-Dichloro-1,4-naphthoquinone (117-80-6) → 3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic acid (1310679-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate / dimethyl sulfoxide / 48 h / 20 °C

2.1: sodium hydroxide / water / 1.5 h / 20 °C

2.2: pH 1

With sodium carbonate; sodium hydroxide; In water; dimethyl sulfoxide;

DOI:10.1007/s00706-011-0466-x

Reference yield:

1-(4-hydroxyphenyl)dihydropyrimidine-2,4(1H,3H)-dione (83809-75-0) → 3-[1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)phenyl]ureido]propanoic acid (1310679-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate / dimethyl sulfoxide / 48 h / 20 °C

2.1: sodium hydroxide / water / 1.5 h / 20 °C

2.2: pH 1

With sodium carbonate; sodium hydroxide; In water; dimethyl sulfoxide;

DOI:10.1007/s00706-011-0466-x

upstream raw materials:

2,3-Dichloro-1,4-naphthoquinone

1,1'-[(1,4-dihydro-1,4-dioxo-2,3-naphthalenediyl)bis-(oxy-4,1-phenylene)]bis(5,6-dihydropyrimidine-2,4(1H,3H)-dione)

1-(4-hydroxyphenyl)dihydropyrimidine-2,4(1H,3H)-dione

Downstream raw materials:

1-[4-(1,4-dihydro-3-hydroxy-1,4-dioxonaphthalen-2-yloxy)-phenyl]-5,6-dihydropyrimidine-2,4(1H,3H)-dione

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