Acetone → HCID 70621761, compound

HRID 1414357Notes

Reaction equation

HRID 1414357 reaction equation
F[C:2](F)(F)[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([N:15](C)[CH2:16][C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)=[O:14])=[CH:8][CH:7]=1)=O.[CH2:26](I)C.CC(C)=O>O>[CH2:3]([NH:5][C:6]1[CH:7]=[CH:8][C:9]([NH:12][C:13]([NH:15][CH2:16][C:17]2([CH3:26])[CH:18]=[CH:19][N:20]=[CH:21][CH2:22]2)=[O:14])=[CH:10][CH:11]=1)[CH3:2]

Participants

5

Reactant 3

HCID 180Acetone2×HCID 6340IodoethaneHCID 20352737HCID 20352737, compound

Product 1

HCID 70621761HCID 70621761, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To 2.89 gms. (0.01 mole) of 1-(p-trifluoroacetamidophenyl)-3-methyl-3-(4-pyridylmethyl)urea [prepared by reacting 1-(p-aminophenyl)-3-methyl-3- (4-pyridylmethyl)urea (Example 6., supra.) with trifluoroacetic anhydride (method of Hickenbottom, Reactions of Organic Compounds, Longmans, London, 1963)] there is added 6.24 gms. (0.04 mole) of ethyl iodide in 50 ml. of dry acetone. The acetone is then stripped and the residue added to 50 ml. of water. The aqueous mixture is warmed to reflux for about 30 minutes and then allowed to stand overnight. The mixture is then stripped of water to give 1-(p-ethylaminophenyl)-4-methyl-3-(4-pyridylmethyl)urea.

Workup

  1. additionthe residue added to 50 ml
  2. temperatureThe aqueous mixture is warmed
  3. temperatureto reflux for about 30 minutes

Sources & evidence

ORD record
ord-acbe8c4c78e44e0593d70fb8d35bca69
Source dataset
uspto-grants-1977_01
Patent number
US04001256

Reaction notes

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