Triethylamine → HCID 86740126, compound

HRID 463301Notes

Reaction equation

HRID 463301 reaction equation
[NH2:1][CH2:2][CH2:3][O:4][CH:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8](=[O:17])[NH:7][C:6]1=[O:18].C(N(CC)CC)C.Br[C:27]([C:53](=[O:62])[C:54]1[CH:59]=[CH:58][C:57]([O:60][CH3:61])=[CH:56][CH:55]=1)([Cl:52])[C:28]([N:30]([C:37]([O:39][CH:40]([CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])[CH2:41][CH2:42][CH2:43][CH3:44])=[O:38])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:29]>C(Cl)(Cl)Cl>[CH3:61][O:60][C:57]1[CH:56]=[CH:55][C:54]([C:53]([C:27]([N:7]2[C:6](=[O:18])[CH:5]([O:4][CH2:3][CH2:2][NH2:1])[N:9]([CH2:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:8]2=[O:17])([Cl:52])[C:28]([N:30]([C:37]([O:39][CH:40]([CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])[CH2:41][CH2:42][CH2:43][CH3:44])=[O:38])[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:29])=[O:62])=[CH:59][CH:58]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 202830115-(2-Aminoethoxy)-1-benzylimidazolidine-2,4-dioneHCID 86740127HCID 86740127, compound

Product 1

HCID 86740126HCID 86740126, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

Into 100 ml of chloroform were dissolved 10 g of 5-(2-aminoethyloxy)-1-benzylhydantoin and 4 g of triethylamine. While stirring, a solution of 11.9 g of α-bromo-α-(4-methoxybenzoyl)-2-chloro-5-dodecyloxycarbonylacetanilide in 50 ml of chloroform was added dropwise over a period of about 1 hour at room temperature. After being stirred for an additional 2 hours, the reaction mixture was condensed under reduced pressure, and the residue was purified by the use of a chromatographic column to give 14.1 g of α-(4-methoxybenzoyl)-α-[5-(2-aminoethyloxy)-1-benzyl-3-hydantoinyl]-2-chloro-5-dodecyloxycarbonylacetanilide. Yield. 92%. Oil.

Workup

  1. stirringAfter being stirred for an additional 2 hours
  2. customcondensed under reduced pressure
  3. customthe residue was purified by the use of a chromatographic column

Sources & evidence

ORD record
ord-b0a7512acb4c484ea54bbb3965936610
Source dataset
uspto-grants-1985_05
Patent number
US04518682

Reaction notes

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