1-(5-(4-Bromophenyl)-4-hydroxythiophen-3-YL)ethan-1-one → HCID 73224892, compound

HRID 2425953Notes

Reaction equation

HRID 2425953 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][CH:10]=[C:11]([C:14]([CH3:16])=O)[C:12]=2[OH:13])=[CH:4][CH:3]=1.[N:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][NH:24][C:25]([C:27]2[S:28][C:29]([C:32]([NH:34][NH2:35])=[O:33])=[CH:30][CH:31]=2)=[O:26])[CH:18]=1>CS(C)=O>[N:17]1[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][NH:24][C:25]([C:27]2[S:28][C:29]([C:32]([NH:34][N:35]=[C:14]([C:11]3[C:12]([OH:13])=[C:8]([C:5]4[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=4)[S:9][CH:10]=3)[CH3:16])=[O:33])=[CH:30][CH:31]=2)=[O:26])[CH:18]=1

Participants

4

Reactant 2

HCID 442072901-(5-(4-Bromophenyl)-4-hydroxythiophen-3-YL)ethan-1-oneHCID 57688156HCID 57688156, compound

Product 1

HCID 73224892HCID 73224892, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
110 °C

Procedure

2-(4-Bromophenyl)-3-hydroxy-4-methylcarbonylthiophene (50.5 mg, 0.17 mmol) (synthesized in accordance with WO2004/108683) and 5-hydrazinocarbonylthiophene-2-carboxylic acid 3-picolylamide prepared in Reference Synthetic Example 11 were dissolved in dimethylsulfoxide (4.0 mL) and heated at 110° C. for 24 hours. The solvent was evaporated, and the residue was washed with methanol and water to give the desired product (yield 81%).

Workup

  1. customThe solvent was evaporated
  2. washthe residue was washed with methanol and water

Sources & evidence

ORD record
ord-0b8eed29b5344a2e9b6bdad4004eeeae
Source dataset
uspto-grants-2011_06
Patent number
US07968542B2

Reaction notes

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