N-Methylcyclohexylamine → HCID 20556834, compound

HRID 1660503Notes

Reaction equation

HRID 1660503 reaction equation
[C:1]1([C:7]2[NH:12][CH2:11][CH:10](COS(C3C=CC(C)=CC=3)(=O)=O)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:25][NH:26][CH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1.[Cl:33][C:34]1C=CC=CC=1>>[ClH:33].[ClH:33].[C:1]1([C:7]2[N:12]([CH3:34])[CH2:11][CH:10]([N:26]([CH3:25])[CH:27]3[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]3)[O:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 7514N-MethylcyclohexylamineHCID 7964ChlorobenzeneHCID 178427692HCID 178427692, compound

Product 1

HCID 20556834HCID 20556834, compound

Procedure

To 2.0 g. of 3-phenyl-6-tosyloxymethyl-5,6-dihydro-4H-1,2,4-oxadiazine 30 ml. of chlorobenzene and 3 ml. of methylcyclohexyl amine are added and the reaction mixture is refluxed for 6 hours. The mixture is then cooled down and the precipitated product is filtered off, dissolved in ethyl acetate and the solution is acidified with hydrochloric acid in ethanol. 1.1 g. of 3-phenyl-6-(N-methyl-N-cyclohexylamino)-methyl-5,6-dihydro-4H-1,2,4-oxadiazine dihydrochloride are obtained, which has the same properties as the product of Example 2.

Workup

  1. temperaturethe reaction mixture is refluxed for 6 hours
  2. temperatureThe mixture is then cooled down
  3. filtrationthe precipitated product is filtered off
  4. dissolutiondissolved in ethyl acetate

Sources & evidence

ORD record
ord-685a96095fb24058beac8c010f7dc474
Source dataset
uspto-grants-1981_12
Patent number
US04308270

Reaction notes

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