Ammonia → 1-Amino-3-(5-4'-methylhexylaminocarbonylthiazol-2-oxy)-propanol

HRID 1414599Notes

Reaction equation

HRID 1414599 reaction equation
[O:1]1[CH:3]([CH2:4][O:5][C:6]2[S:7][C:8]([C:11]([NH:13][CH2:14][CH2:15][CH2:16][CH:17]([CH3:20])[CH2:18][CH3:19])=[O:12])=[CH:9][N:10]=2)[CH2:2]1.[NH3:21]>C(O)C>[NH2:21][CH:2]([OH:1])[CH2:3][CH2:4][O:5][C:6]1[S:7][C:8]([C:11]([NH:13][CH2:14][CH2:15][CH2:16][CH:17]([CH3:20])[CH2:18][CH3:19])=[O:12])=[CH:9][N:10]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 20328376N-(4-Methylhexyl)-2-[(oxiran-2-yl)methoxy]-1,3-thiazole-5-carboxamide

Product 1

HCID 203285161-Amino-3-(5-4'-methylhexylaminocarbonylthiazol-2-oxy)-propanol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

This example illustrates methods according to the invention of converting the compounds of formula II to the corresponding compounds of formula I of the invention. In this example, 350 mg. of 1,2-epoxy-3-(5-4'-methylhexylaminocarbonylthiazol -2-oxy)-propane is dissolved in 6 ml. of anhydrous ethanol saturated with ammonia and allowed to stand at room temperature for 20 hours. The mixture is then evaporated to remove ethanol and the resulting residue purified by thin-layer chromatography on preparative silica plates using a developing system of 1% triethylamine, 1.5% methanol and the remainder ethyl acetate, yielding 1-amino- 3-(5-4'-methylhexylaminocarbonylthiazol-2-oxy)-propanol.

Workup

  1. customThe mixture is then evaporated
  2. customto remove ethanol
  3. customthe resulting residue purified by thin-layer chromatography on preparative silica plates

Sources & evidence

ORD record
ord-b45cd3472fb3491fbe35a863e4f30819
Source dataset
uspto-grants-1977_01
Patent number
US04001421

Reaction notes

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