Sodium ethoxide → HCID 68910647, compound

HRID 887607Notes

Reaction equation

HRID 887607 reaction equation
C[N:2]([CH3:19])[CH:3]=[CH:4][C:5](=O)[C:6]([CH3:17])([C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1)[CH3:7].Cl.C(N)=[NH:22].CC[O-].[Na+]>O.CCOC(C)=O>[CH3:17][C:6]([C:5]1[CH:4]=[CH:3][N:2]=[CH:19][N:22]=1)([C:8]1[CH:9]=[CH:10][C:11]([N+:14]([O-:16])=[O:15])=[CH:12][CH:13]=1)[CH3:7]

Participants

6

Reactant 3

HCID 2723922Sodium ethoxideHCID 10313058Methanimidamide, hydrochloride (1:1)HCID 68531706HCID 68531706, compound

Product 1

HCID 68910647HCID 68910647, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 1-dimethylamino-4-methyl-4-(4-nitro-phenyl)-pent-1-en-3-one (0.5 g, 1.9 mmol.), formamidine HCl (0.305 g, 3.8 mmol.), and NaOEt (1.29 g, 4.0 mmol) was heated in Smith synthesizer under microwave for 10 min at 150° C. The resultant mixture was diluted with H2O and EtOAc. The organic layer was dried, and the residue was used without further purification. MS: 244 (M+1) Calc'd for C13H14N3O2—244.10.

Workup

  1. customThe organic layer was dried
  2. customthe residue was used without further purification

Sources & evidence

ORD record
ord-00f7952dd661430b94b56f53683b0efb
Source dataset
uspto-grants-2012_08
Patent number
US08247430B2

Reaction notes

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