4-(2-Amino-6-methyl-4-oxo-3,4-dihydro-quinazolin-5-ylsulfanyl)-benzoic acid

Base Information

Chemical Name:4-(2-Amino-6-methyl-4-oxo-3,4-dihydro-quinazolin-5-ylsulfanyl)-benzoic acid
CAS No.:147150-01-4
Molecular Formula:C₁₆H₁₃N₃O₃S
Molecular Weight:327.364
Hs Code.:

Synonyms:4-(2-Amino-6-methyl-4-oxo-3,4-dihydro-quinazolin-5-ylsulfanyl)-benzoic acid

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Chemical Property of 4-(2-Amino-6-methyl-4-oxo-3,4-dihydro-quinazolin-5-ylsulfanyl)-benzoic acid

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Technology Process of 4-(2-Amino-6-methyl-4-oxo-3,4-dihydro-quinazolin-5-ylsulfanyl)-benzoic acid

There total 9 articles about 4-(2-Amino-6-methyl-4-oxo-3,4-dihydro-quinazolin-5-ylsulfanyl)-benzoic 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: 96.0%

: 147150-00-3
4-((2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl)benzoic acid methyl ester

: 147150-01-4
4-(2-Amino-6-methyl-4-oxo-3,4-dihydro-quinazolin-5-ylsulfanyl)-benzoic acid

Guidance literature:: With sodium hydroxide; In ethanol; at 50 ℃; for 4h;
DOI:10.1021/jm00058a010

Reference yield:

: 7745-91-7
3-bromo-4-methylaniline

: 147150-01-4
4-(2-Amino-6-methyl-4-oxo-3,4-dihydro-quinazolin-5-ylsulfanyl)-benzoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 76 percent / sodium sulfate, conc. HCl, hydroxylamine hydrochloride / H₂O / 1 h / 100 °C

2: 50.7 percent / conc. H₂SO₄ / 1 h / 80 °C

3: 98 percent / 3 N aq. NaOH, 30percent H₂O₂ / 1 h / 80 °C

4: tetrahydrofuran / 12 h

5: Heating

6: 88 percent / bis-(2-methoxy-ethyl) ether / 1 h / Heating

7: 1.) NaH, 2.) CuBr, Cu₂O / 1.) DMA, RT, 1 h, 2.) DMA, 90 deg C, 4 h

8: 96 percent / 1 N aq. NaOH / ethanol / 4 h / 50 °C

With copper(I) oxide; hydrogenchloride; sodium hydroxide; sulfuric acid; hydroxylamine hydrochloride; dihydrogen peroxide; sodium hydride; sodium sulfate; copper(I) bromide; In tetrahydrofuran; ethanol; diethylene glycol dimethyl ether; water;
DOI:10.1021/jm00058a010

Reference yield:

: 6302-65-4
methyl 4-mercaptobenzoate

: 147150-01-4
4-(2-Amino-6-methyl-4-oxo-3,4-dihydro-quinazolin-5-ylsulfanyl)-benzoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH, 2.) CuBr, Cu₂O / 1.) DMA, RT, 1 h, 2.) DMA, 90 deg C, 4 h

2: 96 percent / 1 N aq. NaOH / ethanol / 4 h / 50 °C

With copper(I) oxide; sodium hydroxide; sodium hydride; copper(I) bromide; In ethanol;
DOI:10.1021/jm00058a010