Sodium Acetate → HCID 57991595, compound

HRID 556055Notes

Reaction equation

HRID 556055 reaction equation
Br[CH:2]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)[C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)=O.[NH2:21][C:22]([NH2:24])=[S:23].C([O-])(=O)C.[Na+]>>[F:20][C:17]1[CH:18]=[CH:19][C:14]([CH2:13][C:2]2[S:23][C:22]([NH2:24])=[N:21][C:3]=2[C:5]2[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=2)=[CH:15][CH:16]=1

Participants

4

Reactant 3

HCID 517045Sodium AcetateHCID 2723790ThioureaHCID 866366272-Bromo-3-(4-fluoro-phenyl)-1-(4-methoxy-phenyl)-propan-1-one

Product 1

HCID 57991595HCID 57991595, compoundYield 81.9%

Procedure

A procedure similar to step 5 of Example 6 was used. 2-bromo-3-(4-fluoro-phenyl)-1-(4-methoxy-phenyl)-propan-1-one prepared in the step 3, thiourea and anhydrous sodium acetate were used as starting materials, refluxed for 2 hours, hold overnight, filtered, washed with water, and dried to obtain a product. A single spot was shown by TLC. The product was not further purified. The product was a white solid in a yield of 81.9%, mp: 199-201 └. 1H-NMR (DMSO-d6, 400 MHz) δ: 3.76 (3H, s, OCH3), 4.03 (2H, s, CH2), 6.84 (2H, s, NH2), 6.94 (2H, d, J=8.96 Hz, ArH), 7.13 (2H, t, 3JFH=3JHH=8.96 Hz, ArH), 7.23 (2H, dd, 3JHH=8.72, 4JFH=5.64 Hz, ArH), 7.46 (2H, d, J=8.96 Hz, ArH); EI-MS m/e (%): 314.2 (M+, 100), 109.1 (12); HREI-MS Calcd. for C17H15FN2OS: 314.0889. found: 314.0890. Anal. Calcd. for C17H15FN2OS: C, 64.95; H, 4.81; N, 8.91. found: C, 65.10; H, 5.24; N, 8.98.

Workup

  1. temperaturerefluxed for 2 hours
  2. filtrationfiltered
  3. washwashed with water
  4. customdried
  5. customto obtain a product

Sources & evidence

ORD record
ord-99eb95bbb48b4fe992e2a19fae76b92f
Source dataset
uspto-grants-2011_11
Patent number
US08053581B2

Reaction notes

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