rac-4-(3-bromophenyl)-4-methyl-1-4,5-dihydro-pyrazolo[1,5-a]pyrazine-6-thione

Base Information Edit

Chemical Name:rac-4-(3-bromophenyl)-4-methyl-1-4,5-dihydro-pyrazolo[1,5-a]pyrazine-6-thione
CAS No.:1369543-04-3
Molecular Formula:C₁₃H₁₂BrN₃S
Molecular Weight:322.228
Hs Code.:
Mol file:1369543-04-3.mol

Synonyms:rac-4-(3-bromophenyl)-4-methyl-1-4,5-dihydro-pyrazolo[1,5-a]pyrazine-6-thione

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Chemical Property of rac-4-(3-bromophenyl)-4-methyl-1-4,5-dihydro-pyrazolo[1,5-a]pyrazine-6-thione Edit

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Technology Process of rac-4-(3-bromophenyl)-4-methyl-1-4,5-dihydro-pyrazolo[1,5-a]pyrazine-6-thione

There total 12 articles about rac-4-(3-bromophenyl)-4-methyl-1-4,5-dihydro-pyrazolo[1,5-a]pyrazine-6-thione 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: 61.0%

: 1369543-02-1
rac-4-(3-bromophenyl)-4-methyl-4,5-dihydro-pyrazolo[1,5-a]pyrazin-6-one

: 1369543-04-3
rac-4-(3-bromophenyl)-4-methyl-1-4,5-dihydro-pyrazolo[1,5-a]pyrazine-6-thione

Guidance literature:: With pyridine; diphosphorus pentasulfide; at 95 ℃; for 18h;

Reference yield:

: 2142-63-4
1-(3-Bromophenyl)ethanone

: 1369543-04-3
rac-4-(3-bromophenyl)-4-methyl-1-4,5-dihydro-pyrazolo[1,5-a]pyrazine-6-thione

Guidance literature:: Multi-step reaction with 12 steps

1.1: ammonia; ammonium chloride / methanol / 96 h / 20 °C

2.1: hydrogenchloride / 96 h / Reflux

2.2: pH 8

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / -15 - 0 °C

4.1: sodium hydrogencarbonate / tetrahydrofuran / 15.17 h / 0 - 20 °C

4.2: pH 1 - 2 / Cooling with ice

5.1: Dess-Martin periodane / dichloromethane / 1.25 h / 0 - 20 °C

6.1: tetrahydrofuran / 0.75 h / 0 - 20 °C / Inert atmosphere

7.1: Dess-Martin periodane / dichloromethane / 1.25 h / 0 - 20 °C

8.1: hydrazine hydrate / ethanol / 1 h / 20 °C

9.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

10.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 °C / Cooling with ice

10.2: 0.5 h / 20 °C

11.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

12.1: diphosphorus pentasulfide; pyridine / 18 h / 95 °C

With pyridine; hydrogenchloride; diphosphorus pentasulfide; lithium aluminium tetrahydride; ammonia; sodium hydride; sodium hydrogencarbonate; ammonium chloride; Dess-Martin periodane; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane;

Reference yield:

: 953741-63-4
rac-2-amino-2-(3-bromo-phenyl)-propionitrile

: 1369543-04-3
rac-4-(3-bromophenyl)-4-methyl-1-4,5-dihydro-pyrazolo[1,5-a]pyrazine-6-thione

Guidance literature:: Multi-step reaction with 11 steps

1.1: hydrogenchloride / 96 h / Reflux

1.2: pH 8

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / -15 - 0 °C

3.1: sodium hydrogencarbonate / tetrahydrofuran / 15.17 h / 0 - 20 °C

3.2: pH 1 - 2 / Cooling with ice

4.1: Dess-Martin periodane / dichloromethane / 1.25 h / 0 - 20 °C

5.1: tetrahydrofuran / 0.75 h / 0 - 20 °C / Inert atmosphere

6.1: Dess-Martin periodane / dichloromethane / 1.25 h / 0 - 20 °C

7.1: hydrazine hydrate / ethanol / 1 h / 20 °C

8.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

9.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 °C / Cooling with ice

9.2: 0.5 h / 20 °C

10.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

11.1: diphosphorus pentasulfide; pyridine / 18 h / 95 °C

With pyridine; hydrogenchloride; diphosphorus pentasulfide; lithium aluminium tetrahydride; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;