ethyl 2-[(4-toluidinocarbothioyl)amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate

Base Information

• Chemical Name: ethyl 2-[(4-toluidinocarbothioyl)amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
• CAS No.: 59898-55-4
• Molecular Formula: C₁₉H₂₂N₂O₂S₂
• Molecular Weight: 374.528
• Mol file: 59898-55-4.mol

Synonyms:N¹-(3-carbethoxy-4,5,6,7-tetrahydrobenzothien-2-yl)-N²-p-tolylthiourea

Chemical Property of ethyl 2-[(4-toluidinocarbothioyl)amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate

Chemical Property:

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Technology Process of ethyl 2-[(4-toluidinocarbothioyl)amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate

There total 5 articles about ethyl 2-[(4-toluidinocarbothioyl)amino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate 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: 94.0%

ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (4506-71-2) + 1-isothiocyanato-4-methylbenzene (622-59-3) → N1-(3-carbethoxy-4,5,6,7-tetrahydrobenzothien-2-yl)-N2-p-tolylthiourea (59898-55-4)

Guidance literature:

In ethanol; Reflux;

DOI:10.1021/acs.jmedchem.0c02266

Reference yield: 89.0%

ethyl 2-isothiocyanato-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (85716-87-6) + p-toluidine (106-49-0,12221-03-3) → N1-(3-carbethoxy-4,5,6,7-tetrahydrobenzothien-2-yl)-N2-p-tolylthiourea (59898-55-4)

Guidance literature:

In ethanol; Heating;

DOI:10.1023/B:COHC.0000003515.53486.4d

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → N1-(3-carbethoxy-4,5,6,7-tetrahydrobenzothien-2-yl)-N2-p-tolylthiourea (59898-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfur; diethylamine / ethanol; methanol / 20 °C / Sonication

2: ethanol / Reflux

With sulfur; diethylamine; In methanol; ethanol;

DOI:10.1021/acs.jmedchem.0c02266

upstream raw materials:

ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

1-isothiocyanato-4-methylbenzene

ethyl 2-isothiocyanato-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

p-toluidine

Downstream raw materials:

2-thioxo-3-p-tolyl-2,3,5,6,7,8-hexahydro-1H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one

2-Thioxo-3-p-tolyl-2,3,5,6,7,8-hexahydro-1H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one

2-[4-(4-Nitro-phenyl)-3-p-tolyl-3H-thiazol-(2Z)-ylideneamino]-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester

2-[4-Biphenyl-4-yl-3-p-tolyl-3H-thiazol-(2Z)-ylideneamino]-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester

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