Ethyl Acetate → HCID 20271195, compound

HRID 2059048Notes

Reaction equation

HRID 2059048 reaction equation
[NH2:1][C:2](N)=[S:3].[Cl:5][CH:6]([CH2:11][CH3:12])[C:7](=O)[CH2:8][CH3:9].C(OCC)(=O)C>C(O)C>[ClH:5].[CH2:11]([C:6]1[N:1]=[CH:2][S:3][C:7]=1[CH2:8][CH3:9])[CH3:12]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 2723790ThioureaHCID 13520470HCID 13520470, compound

Product 1

HCID 20271195HCID 20271195, compoundYield 67.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Thiourea (21.8 g., 0.286 mole), 4-chloro-3-hexanone (34.4 g., 0.26 mole) and 200 ml. of ethanol were combined and heated to reflux for 19 hours. The reaction mixture was cooled and stripped of solvent to yield the crude product as a white solid. White crystals of 4,5-diethylthiazole hydrochloride (31 g., m.p. 154°-156° C.) were obtained by recrystallization from a mixture of ethyl acetate and ethanol.

Workup

  1. temperatureheated
  2. temperatureto reflux for 19 hours
  3. temperatureThe reaction mixture was cooled
  4. customto yield the crude product as a white solid

Sources & evidence

ORD record
ord-c6a1db3cc62b416aa98b235252a9e226
Source dataset
uspto-grants-1982_03
Patent number
US04321372

Reaction notes

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