Diethylamine → HCID 12179642, compound

HRID 1971265Notes

Reaction equation

HRID 1971265 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

Reactant 2

HCID 8021DiethylamineHCID 547815Methyl isocyanoacetate

Product 1

HCID 12179642HCID 12179642, compound

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

  1. concentrationconcentrated
  2. dissolutionThe residue was dissolved in dichloromethane (50 mL)
  3. washthe organic layer was washed with 10% aqueous citric acid (2×25 mL)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-18b4b01bdc064e93acf5f9b014a8513d
Source dataset
uspto-grants-2013_04
Patent number
US08431599B2

Reaction notes

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