Ethyl 2-aminobenzoate → HCID 21832999, compound

HRID 1740759Notes

Reaction equation

HRID 1740759 reaction equation
C(N(CC)CC)C.[C:8](Cl)(=[O:26])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].[C:28]([O:37][CH2:38][CH3:39])(=[O:36])[C:29]1[C:30](=[CH:32][CH:33]=[CH:34][CH:35]=1)[NH2:31]>C(Cl)Cl.C(Cl)(Cl)Cl>[C:8]([NH:31][C:30]1[CH:32]=[CH:33][CH:34]=[CH:35][C:29]=1[C:28]([O:37][CH2:38][CH3:39])=[O:36])(=[O:26])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

6

Reactant 3

HCID 6877Ethyl 2-aminobenzoateHCID 8212Stearoyl chlorideHCID 8471Triethylamine

Product 1

HCID 21832999HCID 21832999, compoundYield 104.3%

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

Triethylamine (1.86 ml) and octadecanoyl chloride (3.67 g) were added to a solution of ethyl anthranilate (2.00 g) in methylene chloride (20 ml). After being stirred for 30 minutes at room temperature, the reaction mixture was diluted with chloroform, washed with saturated sodium hydrogencarbonate aqueous solution and water successively, dried over sodium sulfate anhydride, and concentrated, thereby yielding 5.45 g of the aimed compound as colorless crystals.

Workup

  1. washwashed with saturated sodium hydrogencarbonate aqueous solution and water successively
  2. dry with materialdried over sodium sulfate anhydride
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-20a9ba02fbd64bf1b47188303f6d06e4
Source dataset
uspto-grants-1999_10
Patent number
US05972929

Reaction notes

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