Application of 61-70-1, These common heterocyclic compound, 61-70-1, name is 1-Methylindolin-2-one, 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.
To a 5 L 4-neck flask (equipped with a mechanical stirrer, condenser, N2 inlet and NAOH scrubbing solution) was charged sequentially with carbon disulfide (CS2) (1.5 L), anhydrous aluminum chloride (AIC13) (2.7 mol, 359 g, 6 equiv) and CHLOROACETYL chloride (0.585 mol, 66.1 g (46.6 mL), 1.3 equiv). 1- methyl-1, 3-dihydroindol-2-one (0.45 mol, 66.2 g, 1 equiv) was added portionwise over 1 hour; the addition was accompanied with temperature increase of 20–> 310 C. After the addition of 1-methyl-1, 3-dihydroindol-2-one was complete the reaction mixture was stirred 0.75 hour at which time stirring of the reaction mixture was not possible. The reaction mixture was refluxed for 3.5 hours then cooled to room temperature. The carbon disulfide (CS2) was decanted, the residue cooled in an ice/water bath. The reaction mixture was quenched by very slow addition of ice and water. The resulting tan suspension was stirred overnight at room temperature. The solids was collected, washed with water (4X), dried on the filter for 15 min followed by drying overnight in hood. The product was further dried in a vacuum oven at- 50 C for 24 hours; the product was pulverized and dried in a vacuum oven for an additional 3 hours AT-70 C to give 91.6 g (91%) of 5-(2-CHLOROACETYL)-1- METHYL-1, 3-dihydroindol-2-one of a salmon colored solid, mp 197-200 C.
The synthetic route of 61-70-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/37820; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem