Methyl iodide → HCID 70594915, compound

HRID 2057622Notes

Reaction equation

HRID 2057622 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C:3]1=[N:7][C:8]([NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[S:9].[I:17][CH3:18]>CC(C)=O>[IH:17].[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C:3]1=[N:7][C:8]([S:9][CH3:18])=[N:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 53937968N-(1-Methylpyrrolidin-2-ylidene)-N'-phenylthiourea

Product 1

HCID 70594915HCID 70594915, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To a solution of 34.86 g (0.15 mole) of N-(1-methyl-2-pyrrolidinylidene)-N'-phenylthiourea in 500 ml of acetone is added 21.3 g (0.15 mole) of iodomethane in acetone. The solution is refluxed for 1/2 hour and allowed to stand at room temperature for an additional hour. A solid, crystallizes upon cooling (ice bath). Following recrystallization from methanol-isopropanol, pure methyl N-(1-methyl-2-pyrrolidinylidene)-N'-phenylcarbamimidothioate hydroiodide is obtained; m.p. 145°-147° C.

Workup

  1. temperatureThe solution is refluxed for 1/2 hour
  2. waitto stand at room temperature for an additional hour
  3. customA solid, crystallizes
  4. temperatureupon cooling (ice bath)
  5. customrecrystallization from methanol-isopropanol

Sources & evidence

ORD record
ord-0107de8e390c4912a489972dcb19e14a
Source dataset
uspto-grants-1980_07
Patent number
US04211867

Reaction notes

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