N,N-Bis(2,4-dinitrophenyl) Derivative of Methyl α-Amino-(4-hydroxy-6-benzothiazolyl)propionate

Base Information

• Chemical Name: N,N-Bis(2,4-dinitrophenyl) Derivative of Methyl α-Amino-(4-hydroxy-6-benzothiazolyl)propionate
• CAS No.: 73368-45-3
• Molecular Formula: C₂₃H₁₆N₆O₁₁S
• Molecular Weight: 584.48
• Mol file: 73368-45-3.mol

Synonyms:

Chemical Property of N,N-Bis(2,4-dinitrophenyl) Derivative of Methyl α-Amino-(4-hydroxy-6-benzothiazolyl)propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-Bis(2,4-dinitrophenyl) Derivative of Methyl α-Amino-(4-hydroxy-6-benzothiazolyl)propionate

There total 9 articles about N,N-Bis(2,4-dinitrophenyl) Derivative of Methyl α-Amino-(4-hydroxy-6-benzothiazolyl)propionate 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: 31.0%

2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) + Methyl α-Amino-(4-hydroxy-6-benzothiazolyl)propionate Hydrochloride (73368-40-8) → N,N-Bis(2,4-dinitrophenyl) Derivative of Methyl α-Amino-(4-hydroxy-6-benzothiazolyl)propionate (73368-45-3)

Guidance literature:

With sodium carbonate; In ethanol; water; for 1h; Ambient temperature;

DOI:10.1021/jo01299a041

Reference yield:

2-nitro-5-methylphenol (700-38-9) → N,N-Bis(2,4-dinitrophenyl) Derivative of Methyl α-Amino-(4-hydroxy-6-benzothiazolyl)propionate (73368-45-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 90 percent / aq. NaOH / H₂O / 80 °C

2: 73 percent / NBS, dibenzoyl peroxide / CCl₄ / 72 h / Heating

3: 94 percent / NaH / dimethylformamide

4: H₂ / PtO₂ / ethyl acetate / 72 h / 3361.5 Torr

5: Br₂ / acetic acid / cooling to above the freezing point

6: 1.) aq. NaNO₂/H₃PO₄, 2.) aq. H₃PO₂ / 1.) -80 deg C, 2.) room temp., 12 h

7: 100 percent / aq. HCl / H₂O / 24 h / 144 °C

8: 80 percent / HCl / methanol / 3 h / Heating

9: 31 percent / Na₂CO₃ / ethanol; H₂O / 1 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; N-Bromosuccinimide; phosphoric acid; hydrogen; bromine; hypophosphorous acid; sodium hydride; sodium carbonate; sodium nitrite; dibenzoyl peroxide; platinum(IV) oxide; In methanol; tetrachloromethane; ethanol; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo01299a041

Reference yield:

3-methoxy-4-nitrotoluene (38512-82-2) → N,N-Bis(2,4-dinitrophenyl) Derivative of Methyl α-Amino-(4-hydroxy-6-benzothiazolyl)propionate (73368-45-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 73 percent / NBS, dibenzoyl peroxide / CCl₄ / 72 h / Heating

2: 94 percent / NaH / dimethylformamide

3: H₂ / PtO₂ / ethyl acetate / 72 h / 3361.5 Torr

4: Br₂ / acetic acid / cooling to above the freezing point

5: 1.) aq. NaNO₂/H₃PO₄, 2.) aq. H₃PO₂ / 1.) -80 deg C, 2.) room temp., 12 h

6: 100 percent / aq. HCl / H₂O / 24 h / 144 °C

7: 80 percent / HCl / methanol / 3 h / Heating

8: 31 percent / Na₂CO₃ / ethanol; H₂O / 1 h / Ambient temperature

With hydrogenchloride; N-Bromosuccinimide; phosphoric acid; hydrogen; bromine; hypophosphorous acid; sodium hydride; sodium carbonate; sodium nitrite; dibenzoyl peroxide; platinum(IV) oxide; In methanol; tetrachloromethane; ethanol; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo01299a041

upstream raw materials:

2,4-Dinitrofluorobenzene

Methyl α-Amino-(4-hydroxy-6-benzothiazolyl)propionate Hydrochloride

2-nitro-5-methylphenol

3-methoxy-4-nitrotoluene