Water → HCID 18003659, compound

HRID 1700784Notes

Reaction equation

HRID 1700784 reaction equation
[OH:1][C:2]1[CH:8]=[C:7]([OH:9])[CH:6]=[CH:5][C:3]=1N.C([N:12]([CH2:15]C)[CH2:13][CH3:14])C.[OH2:17].[C:18](Cl)(=O)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]C>O1CCCC1>[CH3:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].[OH:1][C:2]1[CH:8]=[C:7]([OH:9])[CH:6]=[CH:5][C:3]=1[C:15]([NH:12][C:13]1[CH:14]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:17]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 69819Nonanoyl chlorideHCID 4328274-Aminoresorcinol

Product 1

HCID 18003659HCID 18003659, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

37.5 g (0.3mol) of 2,4-dihydroxyaniline, 40.4 g (0.4mol) of triethylamine and 200 ml of water were introduced into a reactor and vigorously stirred under a nitrogen gas stream. 53.0 g (0.3 mol) of pelargonic acid chloride was dissolved in 200 ml of THF (tetrahydrofuran) and the obtained solution was added to the reaction solution as described above. After vigorously stirring, the THF layer was separated by using a separating funnel, dehydrated over anhydrous magnesium sulfate, concentrated to dryness and then purified by recrystallization to thereby give 53.0 g of 2,4-dihydroxybenzanilide octane.

Workup

  1. additionthe obtained solution was added to the reaction solution
  2. stirringAfter vigorously stirring
  3. customthe THF layer was separated
  4. concentrationconcentrated to dryness
  5. custompurified by recrystallization

Sources & evidence

ORD record
ord-417d168e026e4d03bacc6d108f4a2bbd
Source dataset
uspto-grants-2002_02
Patent number
US06350845B1

Reaction notes

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