Methyl iodide → 2-Imino-3,5-dimethyl-4-(1,3,4)-thiadiazoline hydroiodide

HRID 66563Notes

Reaction equation

HRID 66563 reaction equation
[CH3:1][I:2].[NH2:3][C:4]1[S:5][C:6]([CH3:9])=[N:7][N:8]=1>C(O)(C)C>[IH:2].[NH:3]=[C:4]1[N:8]([CH3:1])[N:7]=[C:6]([CH3:9])[S:5]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 669491,3,4-Thiadiazole, 2-amino-5-methyl-

Product 1

HCID 705411252-Imino-3,5-dimethyl-4-(1,3,4)-thiadiazoline hydroiodide

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

64.1 g of methyl iodide are added to a solution of 17.6 g of 2-amino-5-methyl-1,3,4-thiadiazole in 350 ml isopropanol. The solution is refluxed for 15 hours. The reaction mixture is then evaporated to dryness, the crystalline evaporation residue is stirred with ethyl acetate and the solvent is filtered off with suction. The crystalline residue is washed, first with ethyl acetate and then with ether, and then dried. 2-Imino-3,5-dimethyl-4-(1,3,4) -thiadiazoline hydroiodide with a melting point of 208° (decomposition) is thus obtained.

Workup

  1. temperatureThe solution is refluxed for 15 hours
  2. customThe reaction mixture is then evaporated to dryness
  3. filtrationthe solvent is filtered off with suction
  4. washThe crystalline residue is washed, first with ethyl acetate
  5. dry with materialwith ether, and then dried

Sources & evidence

ORD record
ord-bf3f6cd9eeb340b9976ab9527da93279
Source dataset
uspto-grants-1982_08
Patent number
US04342764

Reaction notes

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