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

HRID 1278322Notes

Reaction equation

HRID 1278322 reaction equation
[NH2:1][C:2]1[S:3][C:4](Br)=[N:5][N:6]=1.[NH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1>C(O)C>[NH2:1][C:2]1[S:3][C:4]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)=[N:5][N:6]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 36508832-Amino-5-bromo-1,3,4-thiadiazole

Product 1

HCID 15000115-Morpholin-4-yl-1,3,4-thiadiazol-2-amineYield 43.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 9 g of 2-amino-5-bromo-1,3,4-thiadiazole (0.05 mole), 9.1 g of morpholine (0.105 mole) and 150 ml ethanol was refluxed for 6 hours. After standing overnight at room temperature the precipitate was filtered off, suspended in water, again filtered off and then dried. Thus 2-amino-5-morpholino-1,3,4-thiadiazole is obtained in a yield of 43.6% of the theoretical yield. Melting point: 186°-188° C.

Workup

  1. temperaturewas refluxed for 6 hours
  2. filtrationthe precipitate was filtered off
  3. filtrationagain filtered off
  4. customdried

Sources & evidence

ORD record
ord-4c6a78959e3b4170bb35dd0ea97611c6
Source dataset
uspto-grants-1981_07
Patent number
US04281120

Reaction notes

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