Hydrochloric Acid → Ethanone, 2-chloro-1-(4-thiazolyl)- (9CI)

HRID 127948Notes

Reaction equation

HRID 127948 reaction equation
[N+](=[CH:3][C:4]([C:6]1[N:7]=[CH:8][S:9][CH:10]=1)=[O:5])=[N-].[ClH:11].CCOCC>C(O)C>[Cl:11][CH2:3][C:4]([C:6]1[N:7]=[CH:8][S:9][CH:10]=1)=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 54313295HCID 54313295, compound

Product 1

HCID 20253614Ethanone, 2-chloro-1-(4-thiazolyl)- (9CI)

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Thiazolyl diazomethyl ketone, 0.1 g, is treated in 1 ml ethanol at 0° with HCl gas for a few seconds. Dilution with ether and scratching produces a copious white ppt which is filtered and washed 3× with ether, taken up in water, the pH made to 7 with K2HPO4, and extracted 3× with ether. The ether solution is dried with MgSO4, filtered and evaporated, affording 77 mg 4-thiazolyl chloromethyl ketone. IR (CHCl3) 5.85μ. NMR (δ, CDCl3): 4.95d, J=1, CH2Cl; 8.4m, 8.95m, J=1, H-2 and H-5.

Workup

  1. filtrationis filtered
  2. washwashed 3× with ether
  3. extractionextracted 3× with ether
  4. dry with materialThe ether solution is dried with MgSO4
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-98df4eeea4f9462bb9743a24d7f810b2
Source dataset
uspto-grants-1981_03
Patent number
US04258040

Reaction notes

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