Dimethylformamide → HCID 23143326, compound

HRID 732170Notes

Reaction equation

HRID 732170 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[CH3:11][S:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]([NH2:19])=[S:18].CN(C)C=O>O>[CH3:11][S:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]1[S:18][CH:2]=[C:3]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:19]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 6259Phenacyl bromideHCID 23143325N-[3-(Methylsulfanyl)propyl]thiourea

Product 1

HCID 23143326HCID 23143326, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-bromo-1-phenylethanone (1.99 g), N-[3-(methylthio)propyl]thiourea (1.64 g) and N,N-dimethylformamide (5 mL) was stirred at room temperature for 1 hr. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous magnesium sulfate and concentrated to give the title compound (1.85 g, yield 70%) as a yellow oil.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe ethyl acetate layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-1de7ca53b86141d4883da887abcf1fe6
Source dataset
uspto-grants-2009_09
Patent number
US07585880B2

Reaction notes

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