methyl 5-(4-methylthiophenyl)-1-(tetrahydro-2H-thian-4-yl)pyrazole-3-carboxylate

Base Information

• Chemical Name: methyl 5-(4-methylthiophenyl)-1-(tetrahydro-2H-thian-4-yl)pyrazole-3-carboxylate
• CAS No.: 693287-88-6
• Molecular Formula: C₁₇H₂₀N₂O₂S₂
• Molecular Weight: 348.49

Synonyms:methyl 5-(4-methylthiophenyl)-1-(tetrahydro-2H-thian-4-yl)pyrazole-3-carboxylate

Chemical Property of methyl 5-(4-methylthiophenyl)-1-(tetrahydro-2H-thian-4-yl)pyrazole-3-carboxylate

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Technology Process of methyl 5-(4-methylthiophenyl)-1-(tetrahydro-2H-thian-4-yl)pyrazole-3-carboxylate

There total 5 articles about methyl 5-(4-methylthiophenyl)-1-(tetrahydro-2H-thian-4-yl)pyrazole-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: 36.0%

(tetrahydro-2H-thiopyran-4-yl)hydrazine (683744-65-2) + methyl (2Z)-2-hydroxy-4-(4-methylthiophenyl)-4-oxobut-2-enoate (346684-15-9) → methyl 5-(4-methylthiophenyl)-1-(tetrahydro-2H-thian-4-yl)pyrazole-3-carboxylate (693287-88-6)

Guidance literature:

With trifluoroacetic acid; In methanol; at 70 ℃;

DOI:10.1021/jm030276s

Reference yield:

Tetrahydrothiopyran-4-one (1072-72-6) → methyl 5-(4-methylthiophenyl)-1-(tetrahydro-2H-thian-4-yl)pyrazole-3-carboxylate (693287-88-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / methanol / 20 °C

2: 100 percent / sodium cyanoborohydride; aq. acetic acid / 20 °C

3: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 20 °C

4: 36 percent / trifluoroacetic acid / methanol / 70 °C

With sodium cyanoborohydride; acetic acid; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1021/jm030276s

Reference yield:

4-(Methylthio)acetophenone (1778-09-2) → methyl 5-(4-methylthiophenyl)-1-(tetrahydro-2H-thian-4-yl)pyrazole-3-carboxylate (693287-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / sodium methoxide / toluene / 2 h / 20 °C

2: 36 percent / trifluoroacetic acid / methanol / 70 °C

With sodium methylate; trifluoroacetic acid; In methanol; toluene;

DOI:10.1021/jm030276s

upstream raw materials:

(tetrahydro-2H-thiopyran-4-yl)hydrazine

methyl (2Z)-2-hydroxy-4-(4-methylthiophenyl)-4-oxobut-2-enoate

Tetrahydrothiopyran-4-one

4-(Methylthio)acetophenone

Downstream raw materials:

[1-(1,1-dioxo-hexahydro-1λ⁶-thiopyran-4-yl)-5-(4-methanesulfonyl-phenyl)-1H-pyrazol-3-yl]-methanol

[5-(4-methylthiophenyl)-1-(tetrahydro-2H-thian-4-yl)pyrazol-3-yl]methanol

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