Methyl iodide → HCID 19979632, compound

HRID 1461812Notes

Reaction equation

HRID 1461812 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[S:10][CH:11]=[C:12]([C:14]([F:17])([F:16])[F:15])[N:13]=2)[CH:5]=[C:4]([CH3:18])[C:3]=1[NH:19][C:20]([NH:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[S:21].I[CH3:28]>C(O)C>[CH3:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[S:10][CH:11]=[C:12]([C:14]([F:16])([F:17])[F:15])[N:13]=2)[CH:5]=[C:4]([CH3:18])[C:3]=1[NH:19][C:20](=[N:22][C:23]([CH3:26])([CH3:25])[CH3:24])[S:21][CH3:28]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 19979627HCID 19979627, compound

Product 1

HCID 19979632HCID 19979632, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5 g of N-[2,6-dimethyl-4-(4-trifluoromethylthiazol-2-yloxy)phenyl]-N'-tert-butylthiourea are heated in 30 ml of ethanol and 2.1 g of iodomethane for 5 hours to 50° C. The alcohol is subsequently removed by evaporation and the residue is taken up in methylene chloride. The methylene chloride solution is washed twice with dilute sodium carbonate solution and dried over sodium sulfate. The solvent is removed by evaporation and the residue is recrystallised from hexane, affording the title compound of formula ##STR36## with a melting point of 88°-90° C. (compound 4.01).

Workup

  1. customThe alcohol is subsequently removed by evaporation
  2. washThe methylene chloride solution is washed twice with dilute sodium carbonate solution
  3. dry with materialdried over sodium sulfate
  4. customThe solvent is removed by evaporation
  5. customthe residue is recrystallised from hexane

Sources & evidence

ORD record
ord-f0c7826031714c6ab405e8f4c7255342
Source dataset
uspto-grants-1991_12
Patent number
US05077412

Reaction notes

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