Pyridine → 1-[2-(2,3-Dihydro-3,3-dimethyl-2-oxoindol-5-yl)-2-oxoethyl]pyridinium chloride

HRID 704627Notes

Reaction equation

HRID 704627 reaction equation
[Cl:1][CH2:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[C:8]2([CH3:16])[CH3:15])=[O:4].[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[Cl-:1].[CH3:15][C:8]1([CH3:16])[C:7]2[C:11](=[CH:12][CH:13]=[C:5]([C:3](=[O:4])[CH2:2][N+:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:6]=2)[NH:10][C:9]1=[O:14]

Participants

3

Reactant 2

HCID 1049PyridineHCID 10752379HCID 10752379, compound

Product 1

HCID 200728801-[2-(2,3-Dihydro-3,3-dimethyl-2-oxoindol-5-yl)-2-oxoethyl]pyridinium chloride

Conditions

Temperature
85 °C

Procedure

To 5-chloroacetyl-2,3-dihydro-3,3-dimethylindol-2-one (35 g) was added pyridine (140 ml) and the mixture was stirred to 1.6 hours at 85° C. After the mixture was cooled to ambient temperature, the crystal was collected by filtration and washed with pyridine and diethyl ether successively to give 1-[2-(2,3-dihydro-3,3-dimethyl-2-oxoindol-5-yl)-2-oxoethyl]pyridinium chloride (44.6 g).

Workup

  1. temperatureAfter the mixture was cooled to ambient temperature
  2. filtrationthe crystal was collected by filtration
  3. washwashed with pyridine and diethyl ether successively

Sources & evidence

ORD record
ord-e335379dc56f4bdd96ff1fd879934fbf
Source dataset
uspto-grants-1991_01
Patent number
US04988698

Reaction notes

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