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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1857974Generated: November 1, 2026

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

https://huagongshe.com/reaction/1857974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantPotassium Phosphate, DibasicHCID 24450—
Reactant2-Amino-5-bromo-1,3,4-thiadiazoleHCID 3650883—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Morpholin-4-yl-1,3,4-thiadiazol-2-amineHCID 1500011—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 5-bromo-1,3,4-thiadiazol-2-ylamine, K2HPO4 (5.7 g), and 5.3 ml of morpholine in 20 ml of DMF is heated at 80° C. under nitrogen for 18 hours, then diluted with 50 ml of water. The clear solution is placed in a continuous extractor and extracted with a brisk flow of dichloromethane for 18 hours. The solution is dried over MgSO4 and concentrated under reduced pressure, with toluene azeotropes to remove DMF. Recrystallization of the residual solid from 50 ml of acetonitrile and 100 ml of toluene affords 3.92 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06150385
Source datasetuspto-grants-2000_11
ORD IDord-0de9a08117134d22b61eafa90ca54a35
Source noteuspto-grants-2000_11