Acetone → HCID 178460717, compound

HRID 1733385Notes

Reaction equation

HRID 1733385 reaction equation
[NH:1]=[C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][CH2:10][CH3:11])=[C:4]([CH2:12][C:13]2OC=[CH:16][CH:17]=2)[CH:3]1[NH:18][C:19]([NH:21][C:22]([O:24][CH3:25])=[O:23])=[S:20].[OH-].[Na+].[CH3:28]I.C[C:31](C)=[O:32]>O>[NH:1]=[C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][CH2:10][CH3:11])=[C:4]([CH2:12][C:13]2[CH:17]=[CH:16][O:32][CH:31]=2)[CH:3]1[NH:18][C:19](=[N:21][C:22]([O:24][CH3:25])=[O:23])[S:20][CH3:28]

Participants

6

Reactant 4

HCID 180AcetoneHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 131711997HCID 131711997, compound

Product 1

HCID 178460717HCID 178460717, compoundYield 67.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a suspension of 1-imino-(2-furylmethyl)-2-(3-carbomethoxythioureido)-4-propylthiobenzene (3.77 g; 0.01 mole) in acetone (45 ml) and water (15 ml) there is added 50% aqueous sodium hydroxide (0.79 g; 0.01 mole). Within 15 min. after addition a solution forms and is stirred at room temperature for 30 min. To the solution there is added methyl iodide (1.42 g; 0.01 mole). The mixture is stirred at room temperature for 13/4 hrs. and the suspension that forms is vacuum filtered. The filter cake is air dried to afford 1-imino-(3-furylmethyl)-2-(3-carbomethoxy-S-methylisothioureido)-4-propylthiobenzene (2.65 g; 67.7%), m.p. 96°-98° C.

Workup

  1. additionWithin 15 min. after addition a solution forms
  2. stirringThe mixture is stirred at room temperature for 13/4 hrs
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-ffb14c1d4f51427888c29196e727ab4d
Source dataset
uspto-grants-1980_12
Patent number
US04241079

Reaction notes

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