Guanidine Hydrochloride → HCID 23020407, compound

HRID 747159Notes

Reaction equation

HRID 747159 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8](=[CH:16]N(C)C)[C:9]([C:11]2[O:12][CH:13]=[CH:14][CH:15]=2)=O)=[CH:4][CH:3]=1.Cl.[NH2:21][C:22]([NH2:24])=[NH:23].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.O>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[C:9]([C:11]3[O:12][CH:13]=[CH:14][CH:15]=3)=[N:23][C:22]([NH2:24])=[N:21][CH:16]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 5742Guanidine HydrochlorideHCID 11430Potassium CarbonateHCID 74013297HCID 74013297, compound

Product 1

HCID 23020407HCID 23020407, compoundYield 74.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

A suspension of 2-(6-chloro-3-pyridyl)-3-(dimethylamino)-1-(2-furyl)-2-propen-1-one (7.49 g, 27.1 mmol), guanidine hydrochloride (7.7 g, 81.0 mmol) and potassium carbonate (22.4 g, 162 mmol) in N,N-dimethylformamide (105 ml) was stirred at 70° C. for 21 hours. After cooling as it was, the reaction mixture was diluted with water. The resulting crystals were collected by filtration and washed with water, to give the title compound (5.48 g, 74%) as a pale yellow solid.

Workup

  1. temperatureAfter cooling as it
  2. filtrationThe resulting crystals were collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-9083d1826a244d479b75fde67b6b5541
Source dataset
uspto-grants-2008_07
Patent number
US07396836B2

Reaction notes

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