Acetic Acid → HCID 86651251, compound

HRID 538187

Reaction equation

HRID 538187 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([Br:9])[C:3]=1[NH:10][C:11]([NH2:13])=S.[OH-].[K+].O.O.O.C([O-])(=O)C.[Pb+2].C([O-])(=O)C.C(O)(=O)C>O>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([Br:9])[C:3]=1[NH:10][C:11]#[N:13]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 22456Lead diacetate trihydrateHCID 86651250(2,6-Dibromo-4-fluoro-phenyl)-thiourea

Product 1

HCID 86651251HCID 86651251, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A solution of (2,6-dibromo-4-fluoro-phenyl)-thiourea (0.300 g, 0.920 mmol) and 1M aq. KOH (7.23 mL) was heated to 100° C. Lead (II) acetate trihydrate (0.400 g, 1.05 mmol) in water (2 mL) was then added. The mixture was heated at 100° C. for another 10 minutes while a precipitate was observed. The mixture was cooled to 0° C. and filtered to provide a clear colorless solution. The filtrate was acidified to pH 5 with acetic acid. The precipitate was collected by filtration to yield titled compound (0.170 g, 63%). 1H NMR (400 MHz, DMSO-d6): 7.80-7.78 (m, 2H).

Workup

  1. temperatureThe mixture was cooled to 0° C.
  2. filtrationfiltered
  3. customto provide a clear colorless solution
  4. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-cff54d57aac4440f935a65ca99714d38
Source dataset
uspto-grants-2014_10
Patent number
US08865713B2

Linked notes

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