Diethylamine → HCID 12179642, compound
Reaction equation
[N+:1]([CH2:3][C:4]([O:6]C)=O)#[C-:2].[CH2:8]([NH:10][CH2:11][CH3:12])[CH3:9]>>[CH2:8]([N:10]([CH2:11][CH3:12])[C:4](=[O:6])[CH2:3][N+:1]#[C-:2])[CH3:9]Participants
3
Conditions
- Temperature
- 50 °C
Procedure
Prepared in accordance with Method B with methyl isocyanoacetate (2.50 g, 25.29 mmol) and diethylamine (1.96 mL, 37.94 mmol). The reaction mixture was stirred 5 h at 50° C. and concentrated. The residue was dissolved in dichloromethane (50 mL) and the organic layer was washed with 10% aqueous citric acid (2×25 mL), dried over MgSO4, filtered and evaporated. N,N-Diethyl-2-isocyanoacetamide SLA 07184A was obtained (1.213 g, 34% yield) as a brown oil.
Workup
- concentrationconcentrated
- dissolutionThe residue was dissolved in dichloromethane (50 mL)
- washthe organic layer was washed with 10% aqueous citric acid (2×25 mL)
- dry with materialdried over MgSO4
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-2722d632327248069d7c7c70483897ee
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08927589B2
Reaction notes
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