2-Bromopropiophenone → HCID 20558014, compound

HRID 1660154Notes

Reaction equation

HRID 1660154 reaction equation
[CH2:1]([NH:9][C:10]([NH2:12])=[S:11])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Br:13][CH:14]([CH3:23])[C:15]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=O>C(O)C>[BrH:13].[CH2:1]([NH:9][C:10]1[S:11][C:14]([CH3:23])=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:12]=1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 164522-BromopropiophenoneHCID 735845(2-Phenylethyl)thiourea

Product 1

HCID 20558014HCID 20558014, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-phenethylthiourea (2.0 grams, 0.011 moles) and α-bromopropiophenone (2.34 grams, 0.011 moles, Aldrich Chem. Co.) in 10 ml absolute ethanol were heated to reflux temperature for 90 minutes under nitrogen. The ethanol was then removed under vacuum, excess ethyl acetate added and the solids filtered and dried over phosphorous pentoxide. Recrystallization from absolute ethanol yielded 2.86 grams (70%) of 2-phenethylamino-4-phenyl-5-methylthiazole hydrobromide, m.p. 172°-175° C.

Workup

  1. temperatureto reflux temperature for 90 minutes under nitrogen
  2. customThe ethanol was then removed under vacuum, excess ethyl acetate
  3. additionadded
  4. filtrationthe solids filtered
  5. dry with materialdried over phosphorous pentoxide
  6. customRecrystallization from absolute ethanol

Sources & evidence

ORD record
ord-97099f2b20d0487c9b74f8cc379204c1
Source dataset
uspto-grants-1981_12
Patent number
US04307106

Reaction notes

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