Cyanoacetamide → HCID 59625400, compound

HRID 2192801Notes

Reaction equation

HRID 2192801 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[CH:8][O-].[Na+].[C:11]([CH2:13][C:14]([NH2:16])=[O:15])#[N:12].N1CCCCC1>O>[OH:1][C:2]12[NH:16][C:14](=[O:15])[CH:13]([C:11]#[N:12])[CH:8]=[C:3]1[CH2:4][CH2:5][CH2:6][CH2:7]2

Participants

5

Reactant 3

HCID 7898CyanoacetamideHCID 8082PiperidineHCID 68433282HCID 68433282, compound

Product 1

HCID 59625400HCID 59625400, compoundYield 217.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

Sodium 2-oxocyclohexylidenemethanolate (15 g), 2-cyanoacetamide (4.3 g) and piperidine (1.0 ml) were suspended in water (35 ml), and the mixture was stirred at 40° C. for 4 days. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was suspended in methanol, and insoluble material was filtered off. The filtrate was concentrated under reduced pressure to give the object compound (21.4 g).

Workup

  1. filtrationInsoluble material was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. filtrationinsoluble material was filtered off
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e136f660179446f39ba52a38e16bbb70
Source dataset
uspto-grants-2012_12
Patent number
US08329691B2

Reaction notes

Loading…