(E)-methyl 2-((dimethylamino)methyleneamino)-5-nitrobenzoate

Base Information

• Chemical Name: (E)-methyl 2-((dimethylamino)methyleneamino)-5-nitrobenzoate
• CAS No.: 1427534-33-5
• Molecular Formula: C₁₁H₁₃N₃O₄
• Molecular Weight: 251.242
• Mol file: 1427534-33-5.mol

Synonyms:(E)-methyl 2-((dimethylamino)methyleneamino)-5-nitrobenzoate

Chemical Property of (E)-methyl 2-((dimethylamino)methyleneamino)-5-nitrobenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of (E)-methyl 2-((dimethylamino)methyleneamino)-5-nitrobenzoate

There total 1 articles about (E)-methyl 2-((dimethylamino)methyleneamino)-5-nitrobenzoate 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: 93.0%

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + 2-amino-5-nitro-benzoic acid (616-79-5) → (E)-methyl 2-((dimethylamino)methyleneamino)-5-nitrobenzoate (1427534-33-5)

Guidance literature:

In N,N-dimethyl-formamide; at 105 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.tet.2013.02.066

Reference yield: 99.0%

(E)-methyl 2-((dimethylamino)methyleneamino)-5-nitrobenzoate (1427534-33-5) + benzylamine (100-46-9) → 3-benzyl-6-nitroquinazolin-4-one (591755-12-3)

Guidance literature:

With acetic acid; at 118 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1016/j.tet.2013.02.066

Reference yield:

(E)-methyl 2-((dimethylamino)methyleneamino)-5-nitrobenzoate (1427534-33-5) → N8-benzyl-9-oxo-8,9-dihydrothiazolo[5,4-f]quinazoline-2-carbonitrile (591755-19-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: acetic acid / 0.33 h / 118 °C / Microwave irradiation

2.1: ammonium formate; palladium 10% on activated carbon / ethanol / 0.33 h / 85 °C / Microwave irradiation

3.1: acetic acid; bromine / dichloromethane / 2 h / 20 °C / Inert atmosphere

4.1: dichloromethane / 1 h / 20 °C / Inert atmosphere

4.2: 2 h / 20 °C / Inert atmosphere

5.1: pyridine; copper(l) iodide / 0.25 h / 115 °C / Microwave irradiation

With pyridine; copper(l) iodide; palladium 10% on activated carbon; bromine; ammonium formate; acetic acid; In ethanol; dichloromethane;

DOI:10.1016/j.tet.2013.02.066

upstream raw materials:

N,N-dimethyl-formamide dimethyl acetal

2-amino-5-nitro-benzoic acid

Downstream raw materials:

N⁸-benzyl-9-oxo-8,9-dihydrothiazolo[5,4-f]quinazoline-2-carbonitrile

6-amino-3-benzyl-quinazolin-4(3H)-one

6-amino-3-benzyl-5-bromoquinazolin-4(3H)-one

3-benzyl-5-bromo-6-(4-chloro-5H-1,2,3-dithiazol-5-ylideneamino)quinazolin-4(3H)-one