5-amino-3-(4-chlorophenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxylic acid

Base Information

Chemical Name:5-amino-3-(4-chlorophenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxylic acid
CAS No.:1221069-57-3
Molecular Formula:C₁₃H₈ClN₃O₃S
Molecular Weight:321.744
Hs Code.:

Synonyms:5-amino-3-(4-chlorophenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxylic acid

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Chemical Property of 5-amino-3-(4-chlorophenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxylic acid

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Technology Process of 5-amino-3-(4-chlorophenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxylic acid

There total 3 articles about 5-amino-3-(4-chlorophenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxylic 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: 67.0%

: ethyl 5-amino-3-(4-chlorophenyl)-4-oxo-3,4-dihydrothieno-[3,4-d]pyridazine-1-carboxylate

: 1221069-57-3
5-amino-3-(4-chlorophenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxylic acid

Guidance literature:: With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 16h;
DOI:10.1021/jm100138f

Reference yield:

: 115592-30-8
ethyl 1-(4-chlorophenyl)-5-cyano-4-methyl-6-oxo-1,6-dihydrodihydropyridazine-3-carboxylate

: 1221069-57-3
5-amino-3-(4-chlorophenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: morpholine; sulfur / ethanol / 0.25 h / 150 °C / Microwave irradiation

2.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 16 h / 20 °C

2.2: pH 2

With morpholine; sulfur; lithium hydroxide monohydrate; In tetrahydrofuran; ethanol; water; 1.1: Gewald reaction;
DOI:10.1016/j.bmc.2012.05.027

Reference yield:

: 106-47-8
4-chloro-aniline

: 1221069-57-3
5-amino-3-(4-chlorophenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride; sodium nitrite / ethanol; water / 0 °C

1.2: 4 h / 0 °C

2.1: sodium acetate; acetic acid / 0.07 h / 170 °C / Microwave irradiation

3.1: morpholine; sulfur / ethanol / 0.25 h / 150 °C / Microwave irradiation

4.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 16 h / 20 °C

4.2: pH 2

With morpholine; hydrogenchloride; sulfur; lithium hydroxide monohydrate; sodium acetate; acetic acid; sodium nitrite; In tetrahydrofuran; ethanol; water; 3.1: Gewald reaction;
DOI:10.1016/j.bmc.2012.05.027