7-Quinazolinecarboxylic acid, 1,4-dihydro-5,8-dimethoxy-2-methyl-4-oxo-, methyl ester (9CI)

Base Information

• Chemical Name: 7-Quinazolinecarboxylic acid, 1,4-dihydro-5,8-dimethoxy-2-methyl-4-oxo-, methyl ester (9CI)
• CAS No.: 143430-43-7
• Molecular Formula: C₁₃H₁₄N₂O₅
• Molecular Weight: 278.265
• Mol file: 143430-43-7.mol

Synonyms:7-Quinazolinecarboxylicacid, 1,4-dihydro-5,8-dimethoxy-2-methyl-4-oxo-, methyl ester (9CI)

Chemical Property of 7-Quinazolinecarboxylic acid, 1,4-dihydro-5,8-dimethoxy-2-methyl-4-oxo-, methyl ester (9CI)

Chemical Property:

• PSA: 90.51000
• LogP: 1.03530

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-Quinazolinecarboxylic acid, 1,4-dihydro-5,8-dimethoxy-2-methyl-4-oxo-, methyl ester (9CI)

There total 6 articles about 7-Quinazolinecarboxylic acid, 1,4-dihydro-5,8-dimethoxy-2-methyl-4-oxo-, methyl ester (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: 69.0%

methanol (67-56-1) + 5,8-Dimethoxy-2-methyl-4-oxo-3,4-dihydro-quinazoline-7-carboxylic acid (143430-42-6) → 7-(methoxycarbonyl)-5,8-dimethoxy-2-methylquinazolin-4(3H)-one (143430-43-7)

Guidance literature:

With sulfuric acid; for 10h; Heating;

DOI:10.1021/jo00047a017

Reference yield:

3,6-dicyano-1,4-dimethoxy-2-nitrobenzene (5628-41-1) → 7-(methoxycarbonyl)-5,8-dimethoxy-2-methylquinazolin-4(3H)-one (143430-43-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / 1 N aq. NaOH, 10percent aq. hydrogen peroxide / ethanol / 0.33 h / 40 °C

2: 81 percent / H₂ / 5percent Pd on carbon / methanol / 3 h / 2585.7 Torr

3: 78 percent / acetic acid / 4.5 h / 40 °C

4: 78 percent / 10percent aq. sodium hydroxide / ethanol / 24 h / Heating

5: 69 percent / conc. sulfuric acid / 10 h / Heating

With sodium hydroxide; sulfuric acid; hydrogen; dihydrogen peroxide; palladium on activated charcoal; In methanol; ethanol; acetic acid;

DOI:10.1021/jo00047a017

Reference yield:

2,5-Dimethoxy-1,4-benzoldicarbonitril (4655-68-9) → 7-(methoxycarbonyl)-5,8-dimethoxy-2-methylquinazolin-4(3H)-one (143430-43-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 71 percent / acetic anhydride, 90percent nitric acid / 0.25 h / Ambient temperature

2: 80 percent / 1 N aq. NaOH, 10percent aq. hydrogen peroxide / ethanol / 0.33 h / 40 °C

3: 81 percent / H₂ / 5percent Pd on carbon / methanol / 3 h / 2585.7 Torr

4: 78 percent / acetic acid / 4.5 h / 40 °C

5: 78 percent / 10percent aq. sodium hydroxide / ethanol / 24 h / Heating

6: 69 percent / conc. sulfuric acid / 10 h / Heating

With sodium hydroxide; sulfuric acid; hydrogen; dihydrogen peroxide; nitric acid; acetic anhydride; palladium on activated charcoal; In methanol; ethanol; acetic acid;

DOI:10.1021/jo00047a017

upstream raw materials:

methanol

5,8-Dimethoxy-2-methyl-4-oxo-3,4-dihydro-quinazoline-7-carboxylic acid

3,6-dicyano-1,4-dimethoxy-2-nitrobenzene

2,5-Dimethoxy-1,4-benzoldicarbonitril

Downstream raw materials:

6-Amino-5,8-dimethoxy-2-methyl-4-oxo-3,4-dihydro-quinazoline-7-carboxylic acid methyl ester

2-(chloromethyl)-5,10-dihydroxy-7-methylpyrimido<4,5-g>quinazoline-4,9(3H,8H)-dione

2-(phenoxyacetamido)-5,10-dimethoxy-7-methylpyrimido<4,5-g>quinazoline-4,9(3H,8H)-dione

6-(phenoxyacetamido)-7-(methoxycarbonyl)-5,8-dimethoxy-2-methylquinazoline-4(3H)-one

Refernces