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CC(C)(C#N)N(C)CChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(dimethylamino)-2-methylpropanenitrile |
|---|---|
| IUPAC Name | — |
| CAS Number | 2273-40-7 |
| Database ID | 10510831 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(dimethylamino)-2-methylpropanenitrile (CAS 2273-40-7) 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 10510831
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-2d501ee24c1e4ce3ad79b873dad8969fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5e8f8f95980248759972db7753de4bceConditions: temp:-70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sec butyllithium (298 ml: 1.3 M) was added dropwise at −60° C. under N2 flow to a solution of N-(4-bromophenyl)acetamide (0.1892 mol) in THF (400 ml) and the mixture was stirred at −70° C. for 2 hours. A solution of 1-cyano-1-methyl-N,N-di-methylethanamine (0.075 mol) in THF (60 ml) was added dropwise, the mixture was brought to RT and then stirred at RT for 12 hours. The mixture was poured into ice and extracted with EtOAc. The solvent was evaporated, the residue was taken up in HCl (3 N) and EtOAc, extracted with EtOAc, basified with K2CO3 (10%) and extracted with CH2Cl2. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was recrystallized from (C2H5)2O and DIPE. The precipitate was filtered off and dried, yielding 6.8 g (36%) of N-[4-[2-(dimethylamino)-2-methyl-1-oxopropyl]phenyl]acetamide (interm. 3). was brought to RT stirred at RT for 12 hours The mixture was poured into ice extracted with EtOAc The solvent was evaporated EtOAc, extracted with EtOAc extracted with CH2Cl2 The organic layer was separated dried filtered the solvent was evaporated The residue was recrystallized from (C2H5)2O and DIPE The precipitate was filtered off dried
Source ID: ord-4abf1ff902194525913aa2663fdd2bafConditions: temp:-70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sec butyllithium (298 ml: 1.3 M) was added dropwise at −60° C. under N2 flow to a solution of N-(4-bromophenyl)acetamide (0.1892 mol) in THF (400 ml) and the mixture was stirred at −70° C. for 2 hours. A solution of 1-cyano-1-methyl-N,N-di-methylethanamine (0.075 mol) in THF (60 ml) was added dropwise, the mixture was brought to RT and then stirred at RT for 12 hours. The mixture was poured into ice and extracted with EtOAc. The solvent was evaporated, the residue was taken up in HCl (3 N) and EtOAc, extracted with EtOAc, basified with K2CO3 (10%) and extracted with CH2Cl2. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was recrystallized from (C2H5)2O and DIPE. The precipitate was filtered off and dried, yielding 6.8 g (36%) of N-[4-[2-(dimethylamino)-2-methyl-1-oxopropyl]phenyl]acetamide (interm. 3). was brought to RT stirred at RT for 12 hours The mixture was poured into ice extracted with EtOAc The solvent was evaporated EtOAc, extracted with EtOAc extracted with CH2Cl2 The organic layer was separated dried filtered the solvent was evaporated The residue was recrystallized from (C2H5)2O and DIPE The precipitate was filtered off dried
Source ID: ord-4abf1ff902194525913aa2663fdd2bafConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2d501ee24c1e4ce3ad79b873dad8969fConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-5e8f8f95980248759972db7753de4bceConditions: temp:-70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sec butyllithium (298 ml: 1.3 M) was added dropwise at −60° C. under N2 flow to a solution of N-(4-bromophenyl)acetamide (0.1892 mol) in THF (400 ml) and the mixture was stirred at −70° C. for 2 hours. A solution of 1-cyano-1-methyl-N,N-dimethylethanamine (0.075 mol) in THF (60 ml) was added dropwise, the mixture was brought to RT and then stirred at RT for 12 hours. The mixture was poured into ice and extracted with EtOAc. The solvent was evaporated the residue was taken up in HCl (3 N) and EtOAc, extracted with EtOAc, basified with K2CO3 (10%) and extracted with CH2Cl2. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was recrystallized from (C2H5)2O and DIPE. The precipitate was filtered off and dried, yielding 6.8 g (36%) of N-[4-[2-(dimethylamino)-2-methyl-1-oxopropyl]phenyl]acetamide (interm. 3). was brought to RT stirred at RT for 12 hours The mixture was poured into ice extracted with EtOAc The solvent was evaporated the residue EtOAc, extracted with EtOAc extracted with CH2Cl2 The organic layer was separated dried filtered the solvent was evaporated The residue was recrystallized from (C2H5)2O and DIPE The precipitate was filtered off dried
Source ID: ord-fe7072d45a114ad6a1f1d5fbb37b58f2Conditions: temp:-70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sec butyllithium (298 ml: 1.3 M) was added dropwise at −60° C. under N2 flow to a solution of N-(4-bromophenyl)acetamide (0.1892 mol) in THF (400 ml) and the mixture was stirred at −70° C. for 2 hours. A solution of 1-cyano-1-methyl-N,N-dimethylethanamine (0.075 mol) in THF (60 ml) was added dropwise, the mixture was brought to RT and then stirred at RT for 12 hours. The mixture was poured into ice and extracted with EtOAc. The solvent was evaporated the residue was taken up in HCl (3 N) and EtOAc, extracted with EtOAc, basified with K2CO3 (10%) and extracted with CH2Cl2. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was recrystallized from (C2H5)2O and DIPE. The precipitate was filtered off and dried, yielding 6.8 g (36%) of N-[4-[2-(dimethylamino)-2-methyl-1-oxopropyl]phenyl]acetamide (interm. 3). was brought to RT stirred at RT for 12 hours The mixture was poured into ice extracted with EtOAc The solvent was evaporated the residue EtOAc, extracted with EtOAc extracted with CH2Cl2 The organic layer was separated dried filtered the solvent was evaporated The residue was recrystallized from (C2H5)2O and DIPE The precipitate was filtered off dried
Source ID: ord-fe7072d45a114ad6a1f1d5fbb37b58f2Conditions: temp:-70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sec butyllithium (298 ml: 1.3 M) was added dropwise at −60° C. under N2 flow to a solution of N-(4-bromophenyl)acetamide (0.1892 mol) in THF (400 ml) and the mixture was stirred at −70° C. for 2 hours. A solution of 1-cyano-1-methyl-N,N-dimethylethanamine (0.075 mol) in THF (60 ml) was added dropwise, the mixture was brought to RT and then stirred at RT for 12 hours. The mixture was poured into ice and extracted with EtOAc. The solvent was evaporated the residue was taken up in HCl (3 N) and EtOAc, extracted with EtOAc, basified with K2CO3 (10%) and extracted with CH2Cl2. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was recrystallized from (C2H5)2O and DIPE. The precipitate was filtered off and dried, yielding 6.8 g (36%) of N-[4-[2-(dimethylamino)-2-methyl-1-oxopropyl]phenyl]acetamide (interm. 3). was brought to RT stirred at RT for 12 hours The mixture was poured into ice extracted with EtOAc The solvent was evaporated the residue EtOAc, extracted with EtOAc extracted with CH2Cl2 The organic layer was separated dried filtered the solvent was evaporated The residue was recrystallized from (C2H5)2O and DIPE The precipitate was filtered off dried
Source ID: ord-fe7072d45a114ad6a1f1d5fbb37b58f2Conditions: temp:-70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sec butyllithium (298 ml: 1.3 M) was added dropwise at −60° C. under N2 flow to a solution of N-(4-bromophenyl)acetamide (0.1892 mol) in THF (400 ml) and the mixture was stirred at −70° C. for 2 hours. A solution of 1-cyano-1-methyl-N,N-dimethylethanamine (0.075 mol) in THF (60 ml) was added dropwise, the mixture was brought to RT and then stirred at RT for 12 hours. The mixture was poured into ice and extracted with EtOAc. The solvent was evaporated, the residue was taken up in HCl (3 N) and EtOAc, extracted with EtOAc, basified with K2CO3 (10%) and extracted with CH2Cl2. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was recrystallized from (C2H5)2O and DIPE. The precipitate was filtered off and dried, yielding 6.8 g (36%) of N-[4-[2-(dimethylamino)-2-methyl-1-oxopropyl]phenyl]acetamide (interm. 3). was brought to RT stirred at RT for 12 hours The mixture was poured into ice extracted with EtOAc The solvent was evaporated EtOAc, extracted with EtOAc extracted with CH2Cl2 The organic layer was separated dried filtered the solvent was evaporated The residue was recrystallized from (C2H5)2O and DIPE The precipitate was filtered off dried
Source ID: ord-e84fc058eecb40169ea9f4784068e9d8Conditions: temp:-70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Sec butyllithium (298 ml: 1.3 M) was added dropwise at −60° C. under N2 flow to a solution of N-(4-bromophenyl)acetamide (0.1892 mol) in THF (400 ml) and the mixture was stirred at −70° C. for 2 hours. A solution of 1-cyano-1-methyl-N,N-dimethylethanamine (0.075 mol) in THF (60 ml) was added dropwise, the mixture was brought to RT and then stirred at RT for 12 hours. The mixture was poured into ice and extracted with EtOAc. The solvent was evaporated, the residue was taken up in HCl (3 N) and EtOAc, extracted with EtOAc, basified with K2CO3 (10%) and extracted with CH2Cl2. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was recrystallized from (C2H5)2O and DIPE. The precipitate was filtered off and dried, yielding 6.8 g (36%) of N-[4-[2-(dimethylamino)-2-methyl-1-oxopropyl]phenyl]acetamide (interm. 3). was brought to RT stirred at RT for 12 hours The mixture was poured into ice extracted with EtOAc The solvent was evaporated EtOAc, extracted with EtOAc extracted with CH2Cl2 The organic layer was separated dried filtered the solvent was evaporated The residue was recrystallized from (C2H5)2O and DIPE The precipitate was filtered off dried
Source ID: ord-e84fc058eecb40169ea9f4784068e9d8Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Conc. Sulphuric acid (8 ml.) was added to 2-dimethylamino-2-methyl-propionitrile (2 g.), and was heated to 90° C. and allowed to stand for five mins. The reaction mixture was added to ice cold water (100 ml.), barium hydroxide (32 g.) was added to neutralise the acid and the mixture was filtered (hyflo). The filtrate was evaporated under reduced pressure to give a solid residue which was crystallised from light petroleum (80°-100° C.) to give 2-dimethylamino-2-methylpropionamide (1 g. 45%) m.p. 109°-111° C. was added the mixture was filtered (hyflo) The filtrate was evaporated under reduced pressure to give a solid residue which was crystallised from light petroleum (80°-100° C.)
Source ID: ord-2ae96e31a52f484991824370ab38fc5aPubChem References
These sources are listed in the compound's public database record.
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