Piperonal → HCID 178516211, compound

HRID 1967127Notes

Reaction equation

HRID 1967127 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[N:3]=[CH:2]1.[O:11]1[C:15]2[CH:16]=[CH:17][C:18]([CH:20]=O)=[CH:19][C:14]=2[O:13][CH2:12]1.[O:22]([C:24]#[N:25])[K].Cl.N1C=CC=CC=1.[N+:33]([CH2:35][CH2:36][CH2:37][N:38]1[CH2:42][CH2:41][CH2:40][C:39]1=[O:43])#[C-:34]>CO>[O:11]1[C:15]2[CH:16]=[CH:17][C:18]([CH:20]3[N:10]([C:8]4[CH:7]=[CH:6][C:5]5[NH:1][CH:2]=[N:3][C:4]=5[CH:9]=4)[C:24](=[O:22])[NH:25][C:34]3=[N:33][CH2:35][CH2:36][CH2:37][N:38]3[CH2:42][CH2:41][CH2:40][C:39]3=[O:43])=[CH:19][C:14]=2[O:13][CH2:12]1

Participants

7

Reactant 5

HCID 8438PiperonalHCID 27695001-(3-Isocyanopropyl)-2-pyrrolidinoneHCID 10176127Pyridinium chlorideHCID 178418250HCID 178418250, compoundHCID 178507353HCID 178507353, compound

Product 1

HCID 178516211HCID 178516211, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

1H-Benzoimidazol-5-ylamine (1 mmol) and Benzo[1,3]dioxole-5-carbaldehyde (1 mmol) were combined in methanol (2 ml, dry). After 2 hours 2 ml of a solution of KOCN (KSCN) (2 mmol) and Pyridinehydrochloride (2 mmol) in MeOH is added was added. Finally 1-(3-Isocyano-propyl)-pyrrolidin-2-one (1 mmol) is added. The reaction was stirred at room temperature for 48 h. After evaporation of the solvent the residue was purified with chromatographic methods.

Workup

  1. additionwas added
  2. customAfter evaporation of the solvent the residue
  3. customwas purified with chromatographic methods

Sources & evidence

ORD record
ord-802093a71b644220b0abfee6094f1a69
Source dataset
uspto-grants-2013_04
Patent number
US08420684B2

Reaction notes

Loading…