4-Aminobenzoic Acid → 4-(dodecanoylamino)benzoic acid

HRID 252472Notes

Reaction equation

HRID 252472 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[C:11](Cl)(=[O:23])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>N1C=CC=CC=1>[C:11]([NH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1)(=[O:23])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 9784-Aminobenzoic AcidHCID 8166Dodecanoyl chloride

Product 1

HCID 46949794-(dodecanoylamino)benzoic acidYield 89.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-Aminobenzoic acid (0.94 g, 6.85 mmol) was dissolved in 5 mL of pyridine and dodecanoyl chloride (1.58 mL, 6.85 mmol) was added. The mixture was stirred for 4 h at room temperature. The product was precipitated by dilution with water (50 mL), filtered, and dried to provide 1.96 g of the title compound.

Workup

  1. customThe product was precipitated by dilution with water (50 mL)
  2. filtrationfiltered
  3. customdried

Sources & evidence

ORD record
ord-d68f8935c0bc4d519eba087c9a86eeb3
Source dataset
uspto-grants-2011_01
Patent number
US07868135B2

Reaction notes

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