Acetone → HCID 70621761, compound

HRID 371990Notes

Reaction equation

HRID 371990 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-c4a626f71b514849a382a40b09a0abde
Source dataset
uspto-grants-1978_05
Patent number
US04088766

Reaction notes

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