5-amino-3-(4-hydroxyphenyl)-N-isopropyl-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxamide

Base Information

Chemical Name:5-amino-3-(4-hydroxyphenyl)-N-isopropyl-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxamide
CAS No.:1282449-15-3
Molecular Formula:C₁₆H₁₆N₄O₃S
Molecular Weight:344.394
Hs Code.:

Synonyms:5-amino-3-(4-hydroxyphenyl)-N-isopropyl-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxamide

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Chemical Property of 5-amino-3-(4-hydroxyphenyl)-N-isopropyl-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxamide

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Technology Process of 5-amino-3-(4-hydroxyphenyl)-N-isopropyl-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxamide

There total 10 articles about 5-amino-3-(4-hydroxyphenyl)-N-isopropyl-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxamide 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: 49.0%

: 1282449-08-4
5-amino-3-(4-hydroxyphenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxylic acid

: 75-31-0
isopropylamine

: 1282449-15-3
5-amino-3-(4-hydroxyphenyl)-N-isopropyl-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxamide

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 20 ℃; for 4h;
DOI:10.1016/j.bmc.2012.05.027

Reference yield:

: 1062292-56-1
ethyl 5-amino-3-(4-hydroxyphenyl)-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxylate

: 1282449-15-3
5-amino-3-(4-hydroxyphenyl)-N-isopropyl-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: pH 2

2.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 4 h / 20 °C

With lithium hydroxide monohydrate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2012.05.027

Reference yield:

: 1062292-98-1
ethyl 5-cyano-1-(4-hydroxyphenyl)-4-methyl-6-oxo-1,6-dihydropyridazine-3-carboxylate

: 1282449-15-3
5-amino-3-(4-hydroxyphenyl)-N-isopropyl-4-oxo-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxamide

Guidance literature:: Multi-step reaction with 3 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

3.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 4 h / 20 °C

With morpholine; sulfur; lithium hydroxide monohydrate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide; 1.1: Gewald reaction;
DOI:10.1016/j.bmc.2012.05.027