Category: 17826-05-0

These common heterocyclic compound, 17826-05-0, name is 5,6-Dibromoindoline-2,3-dione, 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. Application In Synthesis of 5,6-Dibromoindoline-2,3-dione

General procedure: Water (15 mL) was added to a mixture of 1.0 mmol of isatin derivative, 1.2 mmol of creatinine (for 2p, 2.3 mmol of creatinine) and 1 mol% of HAuCl4 and the resulting suspension was heated to reflux for 30 min. The clear reaction mixture was cooled to 15-20 C. The precipitated aldol product was filtered and washed with copious amount of water and then with methanol and ethyl acetate (EtOAc). The obtained product was thoroughly dried under vacuum to afford the pure product 2a-2p.

The synthetic route of 5,6-Dibromoindoline-2,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Article; Parthasarathy; Ponpandian; Praveen; Cuihua Xuebao/Chinese Journal of Catalysis; vol. 38; 5; (2017); p. 775 – 783;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 17826-05-0, name is 5,6-Dibromoindoline-2,3-dione, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 17826-05-0, Formula: C8H3Br2NO2

To a solution of 1 (0.327) in THF (10 ml) a solution of 1 M BH3¡¤THF (2.5 equiv) was added dropwise at 0 C, then the mixture was stirred at rt for 3 h. After this time, the reaction was quenched by slowly adding 2 ml of demineralized water, then 2N HCl was added to pH 3. THF was removed under reduced pressure and the aqueous residue extracted with two portions of EtOAc. The organic layers were washed with two portions of brine, dried over Na2SO4 and evaporated under reduced pressure to give a yellow oil. The crude product was purified by silica gel chromatography (petroleum benzene/Et2O 9:1) to give the pure product 2 as a greyish crystalline solid, mp = 154-155 C, Rf = 0.2 (Et2O/petroleum ether 1:5), 68%. 1H NMR, 300 MHz, DMSO-d6 delta = 6.42 (1H, m, H3), 7.42 (1H, t, H2), 7.75 (1H, s, H7), 7.93 (1H, s, H4), 11.35 (1H, brs, NH). 13C NMR, 75 MHz, DMSO-d6 delta = 101.53, 113.62, 115.45, 116.71, 124.96, 128.76, 129.44, 136.35.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5,6-Dibromoindoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mollica, Adriano; Stefanucci, Azzurra; Feliciani, Federica; Lucente, Gino; Pinnen, Francesco; Tetrahedron Letters; vol. 52; 20; (2011); p. 2583 – 2585;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem