Ethyl Acetate → HCID 20271195, compound

HRID 905306Notes

Reaction equation

HRID 905306 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-2b00392fc40b4f32bb50674601025dd3
Source dataset
uspto-grants-1983_12
Patent number
US04423048

Reaction notes

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