Acetone → HCID 178512383, compound

HRID 2286482Notes

Reaction equation

HRID 2286482 reaction equation
[OH-].[K+].[C:3]([N:5]=[C:6]([NH2:8])[NH2:7])#[N:4].CC(C)=O.[F:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][CH:15]=1>O.C(O)(=O)C>[F:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([NH:7][C:6]([NH:5][C:3]#[N:4])=[NH:8])=[O:19])=[CH:16][CH:15]=1

Participants

7

Reactant 4

HCID 180AcetoneHCID 10005DicyandiamideHCID 14797Potassium HydroxideHCID 678794-Fluorobenzoyl chloride

Product 1

HCID 178512383HCID 178512383, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent3×

Conditions

Temperature
0 °C

Procedure

Potassium hydroxide, 13.02 g (0.2 mole) is dissolved in 40 ml of water and 10.51 g (0.125 mole) of dicyanodiamide is added, followed by the addition of 50 ml of acetone. The mixture is cooled to 0° C. and the 4-fluorobenzoyl chloride from Step 1A, above, is added dropwise. The mixture is stirred at 0° C. for 1 hour and placed in the refrigerator overnight. The mixture is poured into 500 ml of water and the water is then acidified with an excess of acetic acid. The product forms a precipitate which is filtered, washed with water followed by ether and air dried to give 10.1 g of 1-(4'-fluorobenzoyl)-3-cyanoguanidine, m.p. 322° C. dec.

Workup

  1. customplaced in the refrigerator overnight
  2. filtrationis filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-50bee36e644d4105ba912e7d7d800549
Source dataset
uspto-grants-1981_05
Patent number
US04265905

Reaction notes

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