Guanidine Hydrochloride → HCID 59511375, compound

HRID 500143Notes

Reaction equation

HRID 500143 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5](/[C:8](=[CH:11]/N(C)C)/[CH:9]=O)=[CH:4][CH:3]=1.Cl.[NH2:16][C:17]([NH2:19])=[NH:18].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[N:18][C:17]([NH2:19])=[N:16][CH:11]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 5742Guanidine HydrochlorideHCID 11430Potassium CarbonateHCID 13079816(αZ)-4-Bromo-α-[(dimethylamino)methylene]benzeneacetaldehyde

Product 1

HCID 59511375HCID 59511375, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of (Z)-2-(4-bromophenyl)-3-(dimethylamino)acrylaldehyde (1.27 g, 5 mmol), guanidine hydrochloride (0.525 g, 5.5 mmol) and potassium carbonate (1.38 g, 10 mmol) in ethanol (10 mL) was heated at 80° C. overnight. After cooling, the reaction mixture was filtered, washed with methanol and water, and dried under high vacuum to give the desired product (1.2 g, 96%). LCMS: (M+H)=249.9/251.9.

Workup

  1. temperatureAfter cooling
  2. filtrationthe reaction mixture was filtered
  3. washwashed with methanol and water
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-81d9a24656c94ff08c448cc74ad9ab24
Source dataset
uspto-grants-2010_08
Patent number
US07767675B2

Reaction notes

Loading…