These common heterocyclic compound, 1914-02-9, name is 3,3-Dimethylindoline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of 3,3-Dimethylindoline
EXAMPLE 1 STR12 In 0.7 ml of thionyl chloride, 0.13 g of 4,5,6,7-tetrahydrobenzimidazole-5-carboxylic acid hydrochloride (containing sodium chloride) was refluxed for 30 minutes, and volatile components were removed by distillation under reduced pressure. The residue was added to a solution of 0.15 g of 3,3-dimethylindoline and 0.15 ml of triethylamine in 2 ml of dichloromethane under ice-cooling. After stirring the mixture at room temperature overnight, 5 ml of a sodium carbonate aqueous solution was added thereto, and the mixture was extracted with chloroform. The organic layer was dried, and the solvent was removed by distillation under reduced pressure. The residue was subjected to silica gel column chromatography using chloroform/methanol as an eluent to obtain 0.11 g of 5-[(2,3-dihydro-3,3-dimethylindol-1-yl)carbonyl]-4,5,6,7-tetrahydrobenzimidazole as an oily substance.
The synthetic route of 3,3-Dimethylindoline has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5344927; (1994); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem