Methyl iodide → HCID 12805841, compound

HRID 543484Notes

Reaction equation

HRID 543484 reaction equation
[NH2:1][C:2]1[N:6]=[C:5]([NH:7][C:8]2[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:15])[O:4][N:3]=1.[Na].[CH3:17]I>CO>[NH2:1][C:2]1[N:6]=[C:5]([N:7]([C:8]2[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:15])[CH3:17])[O:4][N:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 5360545SodiumHCID 12805833HCID 12805833, compound

Product 1

HCID 12805841HCID 12805841, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.0 g (0.012 mole) 3-amino-5-(2,6-dichlorophenylamino)-1,2,4-oxadiazole were added to a solution of 0.6 g (0.025 mole) sodium in 100 ml methanol, and 1.6 ml (0.024 mole) methyl iodide are added in drops and stirred for 24 hours at room temperature. The solvent is distilled off under vacuum, the residue taken up in methylene chloride, extracted with water and, after evaporation of the solvent, 2.8 g of the N-methyl compound, which has an mp. of 177°-178° C. after recrystallization from acetic ester/diisopropyl ether is obtained.

Workup

  1. additionare added in drops
  2. distillationThe solvent is distilled off under vacuum
  3. extractionextracted with water
  4. customafter evaporation of the solvent, 2.8 g of the N-methyl compound, which
  5. customafter recrystallization from acetic ester/diisopropyl ether
  6. customis obtained

Sources & evidence

ORD record
ord-73a57885a3f54e4f85d01089629449d3
Source dataset
uspto-grants-1984_05
Patent number
US04446142

Reaction notes

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