4-Hydroxybenzoic Acid → HCID 2429742, compound

HRID 2397307Notes

Reaction equation

HRID 2397307 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.Br[CH2:12][C:13]([NH2:15])=[O:14].C(N(CC)CC)C>C(#N)C>[C:13]([CH2:12][O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([OH:1])=[CH:3][CH:4]=1)(=[O:14])[NH2:15]

Participants

5

Reactant 3

HCID 1354-Hydroxybenzoic AcidHCID 8471TriethylamineHCID 696322-Bromoacetamide

Product 1

HCID 2429742HCID 2429742, compoundYield 59.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

10 g of p-hydroxybenzoic acid and 10 g of α-bromoacetamide were dissolved in 150 ml of acetonitrile, and 7 g of triethylamine was added to the solution. The resulting mixture was refluxed for 7 hours followed by concentrating under reduced pressure. Water was then added to the residue to obtain 8.4 g of crystals of the above-titled compound having a melting point of 250°-255° C.

Workup

  1. temperatureThe resulting mixture was refluxed for 7 hours
  2. concentrationby concentrating under reduced pressure
  3. additionWater was then added to the residue

Sources & evidence

ORD record
ord-d8cac00b3ef147d9b3bb1faae5cbbba3
Source dataset
uspto-grants-1977_05
Patent number
US04021472

Reaction notes

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