Methyl isothiocyanate → HCID 12919007, compound

HRID 903156Notes

Reaction equation

HRID 903156 reaction equation
[CH3:1][N:2]=[C:3]=[S:4].[CH3:5][C:6]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:7]=1[O:8][CH2:9][C:10]1[NH:11][CH2:12][CH2:13][N:14]=1>C(Cl)(Cl)Cl>[CH3:5][C:6]1[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][C:7]=1[O:8][CH2:9][C:10]1[N:14]([C:3](=[S:4])[NH:2][CH3:1])[CH2:13][CH2:12][N:11]=1

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 498352-[(2,3-Dimethylphenoxy)methyl]-4,5-dihydro-1H-imidazole

Product 1

HCID 12919007HCID 12919007, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of methyl isothiocyanate (1.46 g; 0.20 mole) in chloroform (10 ml) was added dropwise during 10 minutes, to a stirred solution of 2-(2,3-dimethylphenoxymethyl)-2-imidazoline (4.08 g; 0.020 moles) prepared as in Example 1--in chloroform (50 ml) cooling to keep the reaction below 5° C. The reaction mixture was then allowed to warm to room temperature and finally refluxed for 5 hours. Chloroform was then evaporated in vacuo and the residue recrystallised from isopropanol to yield white crystals of 2-(2,3-dimethylphenoxymethyl)-1-N-methylthiocarbamoyl-2-imidazoline, m.p. ca 100° C. with decomposition.

Workup

  1. customthe reaction below 5° C
  2. temperaturefinally refluxed for 5 hours
  3. customChloroform was then evaporated in vacuo
  4. customthe residue recrystallised from isopropanol

Sources & evidence

ORD record
ord-a9e363d224d543c9ad8ba3dbd2da2813
Source dataset
uspto-grants-1980_10
Patent number
US04226876

Reaction notes

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