Reaction #4160860
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6e6be912c0be4005b2e87c71683a0d6fNo renderable structure data available
CNC(=O)N1CCNCC1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | N-methylpiperazine-1-carboxamide |
|---|---|
| IUPAC Name | — |
| CAS Number | 163361-25-9 |
| Database ID | 11672770 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
N-methylpiperazine-1-carboxamide (CAS 163361-25-9) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 11672770
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6e6be912c0be4005b2e87c71683a0d6fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-6e6be912c0be4005b2e87c71683a0d6fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution of piperazine (3 g) in dichloromethane (30 ml) was added methyl isocyanate (2.16 ml) in an ice water bath with stirring. After 10 minutes the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was evaporated in vacuo. The residue was diluted with acetonitrile (15 ml) and crystals were filtered off. The filtrate was evaporated in vacuo. To the residue was added xylene and the solvent was azeotropically removed in vacuo to give N-methyl-1-piperazinecarboxamide (2.43 g) as an oil. After 10 minutes the mixture was stirred at ambient temperature for 1 hour The reaction mixture was evaporated in vacuo The residue was diluted with acetonitrile (15 ml) and crystals were filtered off The filtrate was evaporated in vacuo To the residue was added xylene the solvent was azeotropically removed in vacuo
Source ID: ord-747e3db665564ee7999c7b06f35448aeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution of piperazine (3 g) in dichloromethane (30 ml) was added methyl isocyanate (2.16 ml) in an ice water bath with stirring. After 10 minutes the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was evaporated in vacuo. The residue was diluted with acetonitrile (15 ml) and crystals were filtered off. The filtrate was evaporated in vacuo. To the residue was added xylene and the solvent was azeotropically removed in vacuo to give N-methyl-1-piperazinecarboxamide (2.43 g) as an oil. After 10 minutes the mixture was stirred at ambient temperature for 1 hour The reaction mixture was evaporated in vacuo The residue was diluted with acetonitrile (15 ml) and crystals were filtered off The filtrate was evaporated in vacuo To the residue was added xylene the solvent was azeotropically removed in vacuo
Source ID: ord-747e3db665564ee7999c7b06f35448aeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution of piperazine (3 g) in dichloromethane (30 ml) was added methyl isocyanate (2.16 ml) in an ice water bath with stirring. After 10 minutes the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was evaporated in vacuo. The residue was diluted with acetonitrile (15 ml) and crystals were filtered off. The filtrate was evaporated in vacuo. To the residue was added xylene and the solvent was azeotropically removed in vacuo to give N-methyl-1-piperazinecarboxamide (2.43 g) as an oil. After 10 minutes the mixture was stirred at ambient temperature for 1 hour The reaction mixture was evaporated in vacuo The residue was diluted with acetonitrile (15 ml) and crystals were filtered off The filtrate was evaporated in vacuo To the residue was added xylene the solvent was azeotropically removed in vacuo
Source ID: ord-9b9ed43db3c24986b64ff7cebd576637Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution of piperazine (3 g) in dichloromethane (30 ml) was added methyl isocyanate (2.16 ml) in an ice water bath with stirring. After 10 minutes the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was evaporated in vacuo. The residue was diluted with acetonitrile (15 ml) and crystals were filtered off. The filtrate was evaporated in vacuo. To the residue was added xylene and the solvent was azeotropically removed in vacuo to give N-methyl-1-piperazinecarboxamide (2.43 g) as an oil. After 10 minutes the mixture was stirred at ambient temperature for 1 hour The reaction mixture was evaporated in vacuo The residue was diluted with acetonitrile (15 ml) and crystals were filtered off The filtrate was evaporated in vacuo To the residue was added xylene the solvent was azeotropically removed in vacuo
Source ID: ord-9b9ed43db3c24986b64ff7cebd576637Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution of piperazine (3 g) in dichloromethane (30 ml) was addedmethyl isocyanate (2.16 ml) in an ice water bath with stirring. After 10 minutes the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was evaporated in vacuo. The residue was diluted with acetonitrile (15 ml) and crystals were filtered off. The filtrate was evaporated in vacuo. To the residue was added xylene and the solvent was azeotropically removed in vacuo to give N-methyl-1-piperazinecarboxamide (2.43 g) as an oil. After 10 minutes the mixture was stirred at ambient temperature for 1 hour The reaction mixture was evaporated in vacuo The residue was diluted with acetonitrile (15 ml) and crystals were filtered off The filtrate was evaporated in vacuo To the residue was added xylene the solvent was azeotropically removed in vacuo
Source ID: ord-e5cd8b0616c34d2792fa9978d79ed01dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution of piperazine (3 g) in dichloromethane (30 ml) was addedmethyl isocyanate (2.16 ml) in an ice water bath with stirring. After 10 minutes the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was evaporated in vacuo. The residue was diluted with acetonitrile (15 ml) and crystals were filtered off. The filtrate was evaporated in vacuo. To the residue was added xylene and the solvent was azeotropically removed in vacuo to give N-methyl-1-piperazinecarboxamide (2.43 g) as an oil. After 10 minutes the mixture was stirred at ambient temperature for 1 hour The reaction mixture was evaporated in vacuo The residue was diluted with acetonitrile (15 ml) and crystals were filtered off The filtrate was evaporated in vacuo To the residue was added xylene the solvent was azeotropically removed in vacuo
Source ID: ord-9eb280ed21d84f68806555f2a725ea1dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Palladium on carbon (300 mg, 10% by wt.) was placed under an inert atmosphere and suspended in EtOH (10 mL). A solution of 4-benzyl-piperazine-1-carboxylic acid methylamide (1.50 g, 6.43 mmol) dissolved in 2:1 v/v EtOH/THF (96 mL) was added. The reaction mixture was placed under H2 atmosphere (1 atmosphere pressure) and stirred overnight. The resulting mixture was filtered through a pad of Celite® and the solvent was concentrated in vacuo to give 916 mg (99%) of the title compound as clear oil. 1H-NMR (300 MHz, DMSO-d6) 6.30 (broad d, 1H), 3.15 to 3.12 (m, 5H), 2.59 to 2.55 (m, 4H), 2.53 (d, 3H). was added The resulting mixture was filtered through a pad of Celite® the solvent was concentrated in vacuo
Source ID: ord-75541de7266c47e0b84cfe446fb658a1Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution of piperazine (3 g) in dichloromethane (30 ml) was added methyl isocyanate (2.16 ml) in an ice water bath with stirring. After 10 minutes the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was evaporated in vacuo. The residue was diluted with acetonitrile (15 ml) and crystals were filtered off. The filtrate was evaporated in vacuo. To the residue was added xylene and the solvent was azeotropically removed in vacuo to give N-methyl-1-piperazinecarboxamide (2.43 g) as an oil. After 10 minutes the mixture was stirred at ambient temperature for 1 hour The reaction mixture was evaporated in vacuo The residue was diluted with acetonitrile (15 ml) and crystals were filtered off The filtrate was evaporated in vacuo To the residue was added xylene the solvent was azeotropically removed in vacuo
Source ID: ord-747e3db665564ee7999c7b06f35448aeConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution of piperazine (3 g) in dichloromethane (30 ml) was added methyl isocyanate (2.16 ml) in an ice water bath with stirring. After 10 minutes the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was evaporated in vacuo. The residue was diluted with acetonitrile (15 ml) and crystals were filtered off. The filtrate was evaporated in vacuo. To the residue was added xylene and the solvent was azeotropically removed in vacuo to give N-methyl-1-piperazinecarboxamide (2.43 g) as an oil. After 10 minutes the mixture was stirred at ambient temperature for 1 hour The reaction mixture was evaporated in vacuo The residue was diluted with acetonitrile (15 ml) and crystals were filtered off The filtrate was evaporated in vacuo To the residue was added xylene the solvent was azeotropically removed in vacuo
Source ID: ord-9b9ed43db3c24986b64ff7cebd576637Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To the solution of piperazine (3 g) in dichloromethane (30 ml) was addedmethyl isocyanate (2.16 ml) in an ice water bath with stirring. After 10 minutes the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was evaporated in vacuo. The residue was diluted with acetonitrile (15 ml) and crystals were filtered off. The filtrate was evaporated in vacuo. To the residue was added xylene and the solvent was azeotropically removed in vacuo to give N-methyl-1-piperazinecarboxamide (2.43 g) as an oil. After 10 minutes the mixture was stirred at ambient temperature for 1 hour The reaction mixture was evaporated in vacuo The residue was diluted with acetonitrile (15 ml) and crystals were filtered off The filtrate was evaporated in vacuo To the residue was added xylene the solvent was azeotropically removed in vacuo
Source ID: ord-e5cd8b0616c34d2792fa9978d79ed01dPubChem References
These sources are listed in the compound's public database record.
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