Isoxazole, 3-ethoxy-4-methyl-5-(1-methyl-1H-imidazol-2-yl)- (9CI)

Base Information

• Chemical Name: Isoxazole, 3-ethoxy-4-methyl-5-(1-methyl-1H-imidazol-2-yl)- (9CI)
• CAS No.: 194286-92-5
• Molecular Formula: C₁₀H₁₃N₃O₂
• Molecular Weight: 207.232
• Mol file: 194286-92-5.mol

Synonyms:Isoxazole, 3-ethoxy-4-methyl-5-(1-methyl-1H-imidazol-2-yl)- (9CI)

Chemical Property of Isoxazole, 3-ethoxy-4-methyl-5-(1-methyl-1H-imidazol-2-yl)- (9CI)

Chemical Property:

• PSA: 53.08000
• LogP: 1.78220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Isoxazole, 3-ethoxy-4-methyl-5-(1-methyl-1H-imidazol-2-yl)- (9CI)

There total 8 articles about Isoxazole, 3-ethoxy-4-methyl-5-(1-methyl-1H-imidazol-2-yl)- (9CI) 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:

3-ethoxy-4,5-dimethylisoxazol (127020-26-2) → 3-ethoxy-4-methyl-5-(1-methyl-1H-imidazol-2-yl)isoxazole (194286-92-5)

Guidance literature:

Multi-step reaction with 8 steps

1: Br₂ / CCl₄ / 144 h / Ambient temperature

2: H₂O, N-methylpyrrolidone / 48 h / 105 °C

3: 70 percent / CrO₃, aq. H₂SO₄, AcOH / 2 h / Ambient temperature

4: SOCl₂, DMF / CH₂Cl₂ / 3.5 h / Heating

5: 25percent aq. NH₃ / tetrahydrofuran / 1 h / Ambient temperature

6: POCl₃ / 0.75 h / Heating

7: 1.) 5.4 M MeONa/MeOH, 2.) AcOH / 1.) RT, 45 min, 2.) reflux, 6 h

8: 1M aq. HCl / 4 h / Heating

With 1-methyl-pyrrolidin-2-one; chromium(VI) oxide; hydrogenchloride; methanol; ammonium hydroxide; thionyl chloride; sulfuric acid; water; bromine; sodium methylate; acetic acid; N,N-dimethyl-formamide; trichlorophosphate; In tetrahydrofuran; tetrachloromethane; dichloromethane;

DOI:10.1021/jm970253b

Reference yield:

5-Bromomethyl-3-ethoxy-4-methyl-isoxazole (194286-80-1) → 3-ethoxy-4-methyl-5-(1-methyl-1H-imidazol-2-yl)isoxazole (194286-92-5)

Guidance literature:

Multi-step reaction with 7 steps

1: H₂O, N-methylpyrrolidone / 48 h / 105 °C

2: 70 percent / CrO₃, aq. H₂SO₄, AcOH / 2 h / Ambient temperature

3: SOCl₂, DMF / CH₂Cl₂ / 3.5 h / Heating

4: 25percent aq. NH₃ / tetrahydrofuran / 1 h / Ambient temperature

5: POCl₃ / 0.75 h / Heating

6: 1.) 5.4 M MeONa/MeOH, 2.) AcOH / 1.) RT, 45 min, 2.) reflux, 6 h

7: 1M aq. HCl / 4 h / Heating

With 1-methyl-pyrrolidin-2-one; chromium(VI) oxide; hydrogenchloride; methanol; ammonium hydroxide; thionyl chloride; sulfuric acid; water; sodium methylate; acetic acid; N,N-dimethyl-formamide; trichlorophosphate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm970253b

Reference yield:

3-ethoxy-5-hydroxymethyl-4-methylisoxazol (166180-69-4) → 3-ethoxy-4-methyl-5-(1-methyl-1H-imidazol-2-yl)isoxazole (194286-92-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 70 percent / CrO₃, aq. H₂SO₄, AcOH / 2 h / Ambient temperature

2: SOCl₂, DMF / CH₂Cl₂ / 3.5 h / Heating

3: 25percent aq. NH₃ / tetrahydrofuran / 1 h / Ambient temperature

4: POCl₃ / 0.75 h / Heating

5: 1.) 5.4 M MeONa/MeOH, 2.) AcOH / 1.) RT, 45 min, 2.) reflux, 6 h

6: 1M aq. HCl / 4 h / Heating

With chromium(VI) oxide; hydrogenchloride; methanol; ammonium hydroxide; thionyl chloride; sulfuric acid; sodium methylate; acetic acid; N,N-dimethyl-formamide; trichlorophosphate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm970253b

upstream raw materials:

N-(2,2-Dimethoxy-ethyl)-3-ethoxy-4,N-dimethyl-isoxazole-5-carboxamidine

3-ethoxy-4,5-dimethylisoxazol

5-Bromomethyl-3-ethoxy-4-methyl-isoxazole

3-ethoxy-5-hydroxymethyl-4-methylisoxazol