Acetone → HCID 20310489, compound

HRID 1763568Notes

Reaction equation

HRID 1763568 reaction equation
F[C:2](F)(F)[C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)=[S:14])=[CH:8][CH:7]=1)=O.C(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[CH:18]=[CH:19][N:20]=[CH:21][CH:22]=2)=[S:14])=[CH:10][CH:11]=1)[CH3:2]

Participants

5

Reactant 3

HCID 180Acetone2×HCID 6340IodoethaneHCID 20310504HCID 20310504, compound

Product 1

HCID 20310489HCID 20310489, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To 3.54 gms. (0.01 mole) of 1-(p-trifluoroacetamidophenyl)-3-(4-pyridylmethyl)-2-thiourea [prepared by reacting 1-(p-aminophenyl)-3-(4-pyridylmethyl)-2-thiourea (Example 19, supra.) with trifluoroacetic anhydride (method of Hickinbottom, 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. Acetone is 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)-3-(4-pyridylmethyl)-2-thiourea.

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-f268db894db54cdfacc775e978096e88
Source dataset
uspto-grants-1978_09
Patent number
US04112100

Reaction notes

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