2H-1,4-Benzothiazine-3-carboxylic acid, 4-[2-(dimethylamino)ethyl]-3,4-dihydro-3-hydroxy-2-(4-methylphenyl)-, ethyl ester

Base Information

Chemical Name:2H-1,4-Benzothiazine-3-carboxylic acid, 4-[2-(dimethylamino)ethyl]-3,4-dihydro-3-hydroxy-2-(4-methylphenyl)-, ethyl ester
CAS No.:145475-97-4
Molecular Formula:C22H28N2O3S
Molecular Weight:400.542
Hs Code.:
Mol file:145475-97-4.mol

Synonyms:

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Chemical Property of 2H-1,4-Benzothiazine-3-carboxylic acid, 4-[2-(dimethylamino)ethyl]-3,4-dihydro-3-hydroxy-2-(4-methylphenyl)-, ethyl ester

Chemical Property:

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Technology Process of 2H-1,4-Benzothiazine-3-carboxylic acid, 4-[2-(dimethylamino)ethyl]-3,4-dihydro-3-hydroxy-2-(4-methylphenyl)-, ethyl ester

There total 6 articles about 2H-1,4-Benzothiazine-3-carboxylic acid, 4-[2-(dimethylamino)ethyl]-3,4-dihydro-3-hydroxy-2-(4-methylphenyl)-, ethyl ester 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: 28.0%

: 145475-95-2
N-(2-Dimethylamino-ethyl)-N-[2-(4-methyl-benzylsulfanyl)-phenyl]-oxalamic acid ethyl ester

: 145475-97-4
4-(2-Dimethylamino-ethyl)-3-hydroxy-2-p-tolyl-3,4-dihydro-2H-benzo[1,4]thiazine-3-carboxylic acid ethyl ester

: 145475-96-3
5-(2-Dimethylamino-ethyl)-2-p-tolyl-5H-benzo[b][1,4]thiazepine-3,4-dione

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; at -60 ℃; for 0.166667h;
DOI:10.1248/cpb.40.1986

Reference yield:

: 4875-10-9
o-nitrothiophenol

: 145475-97-4
4-(2-Dimethylamino-ethyl)-3-hydroxy-2-p-tolyl-3,4-dihydro-2H-benzo[1,4]thiazine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 79 percent / EtONa / tetrahydrofuran; ethanol / 3.5 h / Ambient temperature

2: 87 percent / SnCl₂*2H₂O / ethanol / 1.5 h / 70 °C

3: 71 percent / NaHCO₃ / H₂O; CH₂Cl₂ / 1 h / 0 - 3 °C

4: 80 percent / K₂CO₃, 18-crown-6 / acetonitrile / 3 h / 50 °C

5: 63 percent / LDA, HMPA / tetrahydrofuran / 0.17 h / -60 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; 18-crown-6 ether; sodium ethanolate; sodium hydrogencarbonate; potassium carbonate; tin(ll) chloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1248/cpb.40.1986

Reference yield:

: 104-82-5
4-Methylbenzyl chloride

: 145475-97-4
4-(2-Dimethylamino-ethyl)-3-hydroxy-2-p-tolyl-3,4-dihydro-2H-benzo[1,4]thiazine-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 79 percent / EtONa / tetrahydrofuran; ethanol / 3.5 h / Ambient temperature

2: 87 percent / SnCl₂*2H₂O / ethanol / 1.5 h / 70 °C

3: 71 percent / NaHCO₃ / H₂O; CH₂Cl₂ / 1 h / 0 - 3 °C

4: 80 percent / K₂CO₃, 18-crown-6 / acetonitrile / 3 h / 50 °C

5: 63 percent / LDA, HMPA / tetrahydrofuran / 0.17 h / -60 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; 18-crown-6 ether; sodium ethanolate; sodium hydrogencarbonate; potassium carbonate; tin(ll) chloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1248/cpb.40.1986