Morpholine → N-morpholino-3-(5-4'-methylhexylaminocarbonylthiazol-2-oxy)-2-propanol

HRID 372189Notes

Reaction equation

HRID 372189 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[O:7]1[CH:9]([CH2:10][O:11][C:12]2[S:13][C:14]([C:17]([NH:19][CH2:20][CH2:21][CH2:22][CH:23]([CH3:26])[CH2:24][CH3:25])=[O:18])=[CH:15][N:16]=2)[CH2:8]1.O1C(COC2SC(C(N)=O)=CN=2)C1>C(O)C>[O:4]1[CH2:5][CH2:6][N:1]([N:16]2[CH:15]=[C:14]([C:17]([NH:19][CH2:20][CH2:21][CH2:22][CH:23]([CH3:26])[CH2:24][CH3:25])=[O:18])[S:13][CH:12]2[O:11][CH2:10][CH:9]([OH:7])[CH3:8])[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 20328376N-(4-Methylhexyl)-2-[(oxiran-2-yl)methoxy]-1,3-thiazole-5-carboxamideHCID 203283991,2-Epoxy-3-(5-aminocarbonylthiazol-2-oxy)-propane

Product 1

HCID 131710592N-morpholino-3-(5-4'-methylhexylaminocarbonylthiazol-2-oxy)-2-propanol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

This example illustrates further methods according to the invention of preparing the compounds of formula I to the invention. In this example 1 g. of morpholine is added to a solution containing 0.3 g. of 1,2-epoxy-3-(5-4'-methylhexylaminocarbonylthiazol-2-oxy)-propane in 20 ml. of anhydrous absolute ethanol at 20° C. The resulting mixture is monitored by thin-layer chromatographic analysis and allowed to stand until conversion of the 1,2-epoxy-3-(5-aminocarbonylthiazol-2-oxy)-propane is essentially complete. The mixture is then evaporated to dryness yielding a crude residue of 1 -(N-morpholino-3-(5-4'-methylhexylaminocarbonylthiazol-2-oxy)-2-propanol which is then further purified by thin-layer chromatography on silica gel.

Workup

  1. customaccording to the invention of preparing the compounds of formula I to the invention
  2. additioncontaining 0.3 g
  3. customat 20° C
  4. customThe mixture is then evaporated to dryness

Sources & evidence

ORD record
ord-c7ed3538e3fa47ba8c6616ce3b2f164a
Source dataset
uspto-grants-1978_05
Patent number
US04089865

Reaction notes

Loading…