Methyl iodide → HCID 178460825, compound

HRID 1733383Notes

Reaction equation

HRID 1733383 reaction equation
[NH:1]=[C:2]1[CH:7]=[CH:6][C:5]([O:12][CH3:13])([S:8][CH2:9][CH2:10][CH3:11])[C:4]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:3]1[NH:21][C:22]([NH:24][C:25]([O:27][CH3:28])=[O:26])=[S:23].[OH-].[Na+].[CH3:31]I>CC(C)=O.O>[NH:1]=[C:2]1[CH:7]=[CH:6][C:5]([O:12][CH3:13])([S:8][CH2:9][CH2:10][CH3:11])[C:4]([CH2:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[C:3]1[NH:21][C:22](=[N:24][C:25]([O:27][CH3:28])=[O:26])[S:23][CH3:31]

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 86737401HCID 86737401, compound

Product 1

HCID 178460825HCID 178460825, compoundYield 53%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

To a suspension of 1-imino-(4-methoxy)phenylmethyl-2-(3-carbomethoxythioureido)-4-propylthiobenzene (4.18 g; 0.01 mole) in acetone (60 ml) and water (20 ml) there is added 50% aqueous sodium hydroxide (0.08 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-methoxy)phenylmethyl-2-(3-carbomethoxy-S-methylisothioureido)-4-propylthiobenzene (2.3 g; 53%), m.p. 90-92.

Workup

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

Sources & evidence

ORD record
ord-17c5fa8774ac4211be86c4c2ce4079fb
Source dataset
uspto-grants-1980_12
Patent number
US04241079

Reaction notes

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