Hydrochloric Acid → 4-Cyclohexyl 2-methylthiocarbamoyl cyclohexanone

HRID 1284012Notes

Reaction equation

HRID 1284012 reaction equation
[CH:1]1([CH:7]2[CH2:12][CH2:11][C:10](N3CCOCC3)=[C:9]([C:19](=[S:22])[NH:20][CH3:21])[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[OH2:24]>C(O)C>[CH:1]1([CH:7]2[CH2:12][CH2:11][C:10](=[O:24])[CH:9]([C:19](=[S:22])[NH:20][CH3:21])[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 215153064-Cyclohexyl 2-methylthiocarbamoyl 1-morpholyl cyclohex-1 ene

Product 1

HCID 215152814-Cyclohexyl 2-methylthiocarbamoyl cyclohexanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 g of 4-cyclohexyl 2-methylthiocarbamoyl 1-morpholyl cyclohex-1 ene is dissolved in 20 ml ethanol at room temperature. To this solution 2 ml 4 N hydrochloric acid solution are added and the mixture becomes pale yellow. The reaction mixture is kept under stirring for 1/2 hour. 60 ml water are then added and a brownish-red precipitate appears. It is sucction-filtered, washed with water and further taken up in benzene until complete solution. The benzenic solution is dried, filtered and evaporated to dryness. The dry residue is further washed with water then taken up with benzene. After distillation of the solvent 0.7 g of 4-cyclohexyl 2-methyl thio carbamoyl cyclohexanone are thus obtained which is used as such for the next step of the synthesis.

Workup

  1. filtrationIt is sucction-filtered
  2. washwashed with water
  3. customThe benzenic solution is dried
  4. filtrationfiltered
  5. customevaporated to dryness
  6. washThe dry residue is further washed with water
  7. distillationAfter distillation of the solvent 0.7 g of 4-cyclohexyl 2-methyl thio carbamoyl cyclohexanone
  8. customare thus obtained which
  9. customsuch for the next step of the synthesis

Sources & evidence

ORD record
ord-5cc9847bc7a3492e99104a446d59fbea
Source dataset
uspto-grants-1976_08
Patent number
US03978044

Reaction notes

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