2-Pentanone, 5-chloro- → HCID 178514990, compound

HRID 914289Notes

Reaction equation

HRID 914289 reaction equation
Br[CH2:2][C:3](=O)[CH2:4][CH2:5][CH2:6][N:7]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]1=[O:17].ClCCCC(=O)C.C1(=O)NC(=O)C2=CC=CC=C12.[K].[C:38](=[S:41])([S-:40])[NH2:39].[NH4+]>C(O)C>[SH:41][C:38]1[S:40][CH:2]=[C:3]([CH2:4][CH2:5][CH2:6][N:7]2[C:15](=[O:16])[C:14]3=[CH:13][CH:12]=[CH:11][CH:10]=[C:9]3[C:8]2=[O:17])[N:39]=1

Participants

6

Reactant 4

HCID 799932-Pentanone, 5-chloro-HCID 11083854Ammonium dithiocarbamateHCID 139032932-(5-bromo-4-oxopentyl)-2,3-dihydro-1H-isoindole-1,3-dioneHCID 24194345Phthalimide potassium salt

Product 1

HCID 178514990HCID 178514990, compoundYield 57.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-(5-Bromo-4-oxopentyl)-isoindoline-1,3-dione (17.8 g) synthesized using 1-chloro-4-oxopentane and potassium phthalimide as starting materials and in reference to non-patent reference [Pharmazie, 47, 86 (1992)] and the like and ammonium dithiocarbamate (6.96 g) were suspended in ethanol (250 mL), and the suspension was refluxed for 6 hr. The precipitated crystals were collected by filtration and washed with ethanol to give the title compound (10.1 g) as white crystals.

Workup

  1. temperaturethe suspension was refluxed for 6 hr
  2. filtrationThe precipitated crystals were collected by filtration
  3. washwashed with ethanol

Sources & evidence

ORD record
ord-27f5b5851b9844908805bcf24ccc8608
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

Loading…