1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → HCID 20155230, compound

HRID 2413811Notes

Reaction equation

HRID 2413811 reaction equation
[C:1]([S:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:16][CH2:17][CH2:18][N:19]1[C:23](=[O:24])[C:22]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]2[C:20]1=[O:29]>>[Br-:16].[C:20]1(=[O:29])[N:19]([CH2:18][CH2:17][N+:12]2[CH:13]=[CH:14][CH:15]=[C:10]([S:9][C:1](=[O:8])[C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:11]=2)[C:23](=[O:24])[C:22]2=[CH:25][CH:26]=[CH:27][CH:28]=[C:21]12

Participants

3

Reactant 2

HCID 113251H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 11958306HCID 11958306, compound

Product 1

HCID 20155230HCID 20155230, compoundYield 44.3%

Procedure

A mixture of 3-benzoylthiopyridine (8.6 g) and N-(2-bromoethyl)phthalimide (12.2 g) was heated for eight hours at 95°-100° C. and triturated in chloroform (100 ml) for 30 minutes at room temperature. The resulting precipitates were collected by filtration, washed with chloroform and dried to give 1-(2-phthalimidoethyl)-3-benzoylthiopyridinium bromide (8.3 g).

Workup

  1. temperaturewas heated for eight hours at 95°-100° C.
  2. customtriturated in chloroform (100 ml) for 30 minutes at room temperature
  3. customThe resulting precipitates
  4. filtrationwere collected by filtration
  5. washwashed with chloroform
  6. customdried

Sources & evidence

ORD record
ord-bf3064de316d42b48810eb2cbdbc196a
Source dataset
uspto-grants-1988_01
Patent number
US04719206

Reaction notes

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