tert-butyl 3-amino-5-(N'-methyl-N'-phenylhydrazinocarbonyl)-thieno[2,3-c]pyrazole-1-carboxylate

Base Information

• Chemical Name: tert-butyl 3-amino-5-(N'-methyl-N'-phenylhydrazinocarbonyl)-thieno[2,3-c]pyrazole-1-carboxylate
• CAS No.: 909252-69-3
• Molecular Formula: C₁₈H₂₁N₅O₃S
• Molecular Weight: 387.462
• Mol file: 909252-69-3.mol

Synonyms:tert-butyl 3-amino-5-(N'-methyl-N'-phenylhydrazinocarbonyl)-thieno[2,3-c]pyrazole-1-carboxylate

Chemical Property of tert-butyl 3-amino-5-(N'-methyl-N'-phenylhydrazinocarbonyl)-thieno[2,3-c]pyrazole-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 3-amino-5-(N'-methyl-N'-phenylhydrazinocarbonyl)-thieno[2,3-c]pyrazole-1-carboxylate

There total 9 articles about tert-butyl 3-amino-5-(N'-methyl-N'-phenylhydrazinocarbonyl)-thieno[2,3-c]pyrazole-1-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:

N'-methyl-N'-phenyl(3-amino-1H-thieno[2,3-c]pyrazole)-5-carbohydrazide (909252-70-6) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 3-amino-5-(N'-methyl-N'-phenylhydrazinocarbonyl)-thieno[2,3-c]pyrazole-1-carboxylate (909252-69-3)

Guidance literature:

N'-methyl-N'-phenyl(3-amino-1H-thieno[2,3-c]pyrazole)-5-carbohydrazide; With triethylamine; In dichloromethane; at 25 ℃; for 0.25h;

di-tert-butyl dicarbonate; With dmap; In dichloromethane; at 0 - 25 ℃; for 4h;

Reference yield:

N'-methyl-N'-phenyl(3-amino-1H-thieno[2,3-c]pyrazole)-5-carbohydrazide (909252-70-6) + N'-(4-chlorophenyl)-N'-methyl(3-amino-1H-thieno[2,3-c]pyrazole)-5-carbohydrazide (909252-87-5) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 3-amino-5-(N'-methyl-N'-phenylhydrazinocarbonyl)-thieno[2,3-c]pyrazole-1-carboxylate (909252-69-3) + tert-butyl 3-amino-5-(N'-(4-chlorophenyl)-N'-methylhydrazinocarbonyl)thieno[2,3-c]pyrazole-1-carboxylate (909252-82-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 25 ℃;

Reference yield:

ethyl 4-cyano-5-methylsulfanylthiophene-2-carboxylate (116170-84-4) → tert-butyl 3-amino-5-(N'-methyl-N'-phenylhydrazinocarbonyl)-thieno[2,3-c]pyrazole-1-carboxylate (909252-69-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 21 h / -5 - 25 °C

2.1: hydrazine / ethanol / 4 h / Heating / reflux

2.2: 4 h / 25 °C

3.1: trimethylaluminum / toluene / 1 h / 25 °C

3.2: 16 h / Heating / reflux

4.1: triethylamine / dichloromethane / 0.25 h / 25 °C

4.2: 4 h / 0 - 25 °C

With trimethylaluminum; triethylamine; 3-chloro-benzenecarboperoxoic acid; hydrazine; In ethanol; dichloromethane; toluene;

upstream raw materials:

N'-methyl-N'-phenyl(3-amino-1H-thieno[2,3-c]pyrazole)-5-carbohydrazide

di-tert-butyl dicarbonate

N'-(4-chlorophenyl)-N'-methyl(3-amino-1H-thieno[2,3-c]pyrazole)-5-carbohydrazide

ethyl 4-cyano-5-methylsulfanylthiophene-2-carboxylate

Downstream raw materials:

tert-butyl 3-(4-bromobenzoylamino)-5-(N'-methyl-N'-phenylhydrazinocarbonyl)thieno[2,3-c]pyrazole-1-carboxylate

tert-butyl 3-(4-chloromethylbenzoylamino)-5-(N'-methyl-N'-phenylhydrazinocarbonyl)thieno[2,3-c]pyrazole-1-carboxylate

tert-butyl 3-(4-chloromethylbenzoylamino)-5-(N'-(4-chlorophenyl)-N'-methylhydrazinocarbonyl)thieno[2,3-c]pyrazole-1-carboxylate

tert-butyl 5-(N'-methyl-N'-phenylhydrazinocarbonyl)-3-[3-(4-methylpiperazin-1-ylmethyl)-benzoylamino]thieno[2,3-c]pyrazole-1-carboxylate