Acetone → HCID 178425947, compound

HRID 1439029Notes

Reaction equation

HRID 1439029 reaction equation
[OH-].[K+].[C:3]([N:5]=[C:6]([NH2:8])[NH2:7])#[N:4].CC(C)=O.[CH3:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](Cl)=[S:19])=[CH:16][CH:15]=1>O.C(O)(=O)C>[CH3:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([NH:7][C:6]([NH:5][C:3]#[N:4])=[NH:8])=[S:19])=[CH:16][CH:15]=1

Participants

7

Reactant 4

HCID 180AcetoneHCID 10005DicyandiamideHCID 14797Potassium HydroxideHCID 155550054-Methylthiobenzoyl chloride

Product 1

HCID 178425947HCID 178425947, 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-methylthiobenzoyl 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 12.1 g of 1-(4'-methylthiobenzoyl)-3-cyanoguanidine, m.p. 314° C dec.

Workup

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

Sources & evidence

ORD record
ord-15c10fef21324db2912045fcc95eb68b
Source dataset
uspto-grants-1977_11
Patent number
US04057642

Reaction notes

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