Methyl iodide → HCID 178460732, compound

HRID 1733381Notes

Reaction equation

HRID 1733381 reaction equation
[NH:1]=[C:2]1[CH:7]=[CH:6][C:5]([CH3:12])([S:8][CH2:9][CH2:10][CH3:11])[C:4]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:3]1[NH:20][C:21]([NH:23][C:24]([O:26][CH3:27])=[O:25])=[S:22].[OH-].[Na+].[CH3:30]I>CC(C)=O.O>[NH:1]=[C:2]1[CH:7]=[CH:6][C:5]([CH3:12])([S:8][CH2:9][CH2:10][CH3:11])[C:4]([CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[C:3]1[NH:20][C:21](=[N:23][C:24]([O:26][CH3:27])=[O:25])[S:22][CH3:30]

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 86737400HCID 86737400, compound

Product 1

HCID 178460732HCID 178460732, compoundYield 86.6%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

To a suspension of 1-imino(4-methyl)phenylmethyl-2-(3-carbomethoxythioureido)-4-propylthiobenzene (4.02 g; 0.01 mole) in acetone (60 ml) and water (20 ml) there is added 50% aqueous sodium hydroxide (0.8 g; 0.01 mole). The solution that forms within 10 min. is stirred at room temperature for 50 min. and to it there is added methyl iodide (1.42 g; 0.01 mole). The suspension that forms is stirred at room temperature for 1 hr. and is vacuum filtered. The filter cake is air dried to afford 1-imino(4-methyl)phenylmethyl-2-(3-carbomethoxy-S-methyl isothioureido)-4-propylthiobenzene (3.6 g; 86.6%), m.p. 113°-115° C.

Workup

  1. stirringThe suspension that forms is stirred at room temperature for 1 hr
  2. filtrationfiltered
  3. customdried

Sources & evidence

ORD record
ord-63969f7418e94dbfadad4cb784f9cfff
Source dataset
uspto-grants-1980_12
Patent number
US04241079

Reaction notes

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