Hydrochloric Acid → HCID 21469482, compound

HRID 264129Notes

Reaction equation

HRID 264129 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].C([C:7]1[N:8]=[C:9]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[S:10][CH:11]=1)C.[OH-].[K+].Cl>C(O)C.C(OCC)(=O)C>[CH2:12]([C:9]1[S:10][CH:11]=[C:7]([CH2:2][C:1]([OH:4])=[O:3])[N:8]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 70113929HCID 70113929, compound

Product 1

HCID 21469482HCID 21469482, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Ethyl-2-tridecyl-thiazole acetate (2.13 g, 6.35 mmol) and potassium hydroxide (0.39 g, 6.98 mmol) were refluxed overnight in ethanol (200 mL). The mixture was then acidified with 1M HCl and the precipitate filtered to give a solid which was dissolved in ethyl acetate and washed with brine, dried (MgSO4), filtered concentrated, and triturated with hexanes. The solid was filtered and air dried to yield 0.75 g, 37%. %C,H,N(found): C, 66.16; H, 9.50; N 3.99.

Workup

  1. filtrationthe precipitate filtered
  2. customto give a solid which
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customtriturated with hexanes
  8. filtrationThe solid was filtered
  9. customair dried
  10. customto yield 0.75 g, 37%

Sources & evidence

ORD record
ord-05067594dcf74c76b618e2ddeaca918b
Source dataset
uspto-grants-1997_07
Patent number
US05646170

Reaction notes

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