Methyl 6-bromo-5-oxohexanoate → HCID 18671401, compound

HRID 1057505Notes

Reaction equation

HRID 1057505 reaction equation
Br[CH2:2][C:3](=O)[CH2:4][CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8].[NH2:12][C:13]([NH2:15])=[S:14]>C(O)C.C(OCC)(=O)C>[NH2:12][CH:13]1[NH:15][C:3]([CH2:4][CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8])=[CH:2][S:14]1

Participants

5

Reactant 2

HCID 582216Methyl 6-bromo-5-oxohexanoateHCID 2723790Thiourea

Product 1

HCID 18671401HCID 18671401, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Methyl 6-bromo-5-oxohexanoate and thiourea (1.2 eq) in ethanol (0.2M solution) were refluxed for 18 hrs. The reaction was cooled to room temperature, diluted with ethyl acetate, washed with water and brine. The organic layer was dried over sodium sulfate, concentrated in vacuo and the residue was purified by flash chromatography (100% ethyl acetate). EI-MS m/z 201 (M+H)+.

Workup

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customthe residue was purified by flash chromatography (100% ethyl acetate)

Sources & evidence

ORD record
ord-e14f02b9230642ac9fc9569ed4cd6d53
Source dataset
uspto-grants-2003_02
Patent number
US06514964B1

Reaction notes

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