Morpholine → 5-Morpholin-4-yl-1,3,4-thiadiazol-2-amine

HRID 1272716Notes

Reaction equation

HRID 1272716 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[NH2:7][C:8]1[S:9][C:10](Cl)=[N:11][N:12]=1>C(O)C>[NH2:7][C:8]1[S:9][C:10]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[N:11][N:12]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 3142355-Chloro-1,3,4-thiadiazol-2-amine

Product 1

HCID 15000115-Morpholin-4-yl-1,3,4-thiadiazol-2-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

Morpholine (200 μl) was added to a solution of 2-amino-5-chloro-1,3,4-thiadiazole (60 mg) in ethanol (2 ml) and the mixture heated in a sealed vial at 40° C. for 6 hours. The ethanol was evaporated from the cooled reaction under vacuum, the residue diluted with water and filtered. The filtrate was extracted with ethyl acetate (x2), the extracts dried (MgSO4) and the solvent removed under vacuum to give 2-amino-5-morpholinyl-1,3,4-thiadiazole.

Workup

  1. customThe ethanol was evaporated from the cooled reaction under vacuum
  2. additionthe residue diluted with water
  3. filtrationfiltered
  4. extractionThe filtrate was extracted with ethyl acetate (x2)
  5. dry with materialthe extracts dried (MgSO4)
  6. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-5dd8b06ed4914c76b2bdbc5c6dec3c84
Source dataset
uspto-grants-2007_04
Patent number
US07208629B2

Reaction notes

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