Category: 2307-00-8

Related Products of 2307-00-8, These common heterocyclic compound, 2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-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.

A mixture of 1-phenylisatin (50 mg, 0.22 mmol) and 4-amino-N-methylpthalimide (40 mg, 0.22 mmol) was heated neat at 215 C. for 2 h. The crude material was purified by preparative TLC using a mixture of 3:7 ethyl acetate and hexane as the eluent, giving the desired product as a yellow solid (8 mg, 0.02 mmol, 10%). 1H NMR (400 MHz): delta 7.88 (d, J=7.8, 1H), 7.83-7.80 (m, 1H), 7.51 (t, J=7.5, 1H), 7.47-7.18 (m, 6H), 7.02 (t, J=8.0, 1H), 6.91-6.79 (m, 2H), 6.58 (d, J=7.5, 1H), 3.22 (s, 3H); ESI-MS m/z found 382 (MH+).

The synthetic route of 2307-00-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Blackburn, Thomas P.; US2007/135510; (2007); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., category: indolines-derivatives

4-N-Ethylamino-N-methylphthalimide (5) A mixture of 10 g (0.057 mol) of 4-amino-N-methylphthalimide (4) [Flitsch, Chem. Ber. 94:2494(1961)], 17.5 g (0.11 mol) of diethyl sulfate, and 100 ml of 2,2,2-trifluoroethanol was refluxed for one day. The reaction mixture was cooled, concentrated under reduced pressure, and the residue partitioned between 250 ml of ethyl acetate and 100 ml of saturated sodium bicarbonate solution containing 10 ml of triethylamine. The ethyl acetate phase was separated, washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and evaporated. The residue was recrystallized twice from acetone-hexane and then from aqueous methanol to give 3.4 g (29% yield) of the phthalimide (5) as fine yellow crystals, m.p. 157 C. Analysis: Calculated for C11 H12 N2 O2: C, 64.69; H, 5.92; N, 13.71. Found: C, 64.00; H, 5.71; N, 13.37. NMR Spectrum (C5 D5 N): delta 0.5 (t, J=7 Hz, 3H), 2.1 (s, 3H).

The synthetic route of 2307-00-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Miles Laboratories, Inc.; US4261893; (1981); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 2307-00-8,Some common heterocyclic compound, 2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-dione, molecular formula is C9H8N2O2, 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.

4-Amino-N-methylphthalimide (1.0 g, 5.78 mmol) and 1,2-dibromoethane (2.17 mL, 25.2 mmol) were dissolved in anhydrous DMF (15 mL). The resulting reaction mixture was heated at 100 C. under argon for 12 h. After cooling to room temperature, the mixture was treated with 5 ml of saturated sodium bicarbonate and 50 mL of deionized water. Then it was extracted with EtOAc (30 mL) twice. The organic layers were combined and washed with brine, dried over MgSO4, concentrated, chromatographed on silica gel column using 30%(v/v) of EtOAc in hexane to give 13 (0.21 g, 13%): m.p. 212-214 C.; 1H NMR (CDCl3) delta 3.11 (s, 3H), 3.58 (t, 2H), 3.69 (t, 2H), 4.87 (broad, 1H), 6.75 (d, 1H), 7.00 (s, 1H), 7.60 (d, 1H). Anal. C11H11BrN2O2, calcd. C 46,67, H 3.92, N 9.89, found C 46.48, H 3.97, N 9.83.

The synthetic route of 2307-00-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mills, Randell L.; Wu, Guo-Zhang; US2005/80260; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 2307-00-8, The chemical industry reduces the impact on the environment during synthesis 2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

A mixture of 1-phenylisatin (50 mg, 0.22 mmol) and 4-amino-N-methylpthalimide (40 mg, 0.22 mmol) was heated neat at 215 C. for 2 h. The crude material was purified by preparative TLC using a mixture of 3:7 ethyl acetate and hexane as the eluent, giving the desired product as a yellow solid (8 mg, 0.02 mmol, 10%). 1H NMR (400 MHz): delta 7.88 (d, J=7.8, 1H), 7.83-7.80 (m, 1H), 7.51 (t, J=7.5, 1H), 7.47-7.18 (m, 6H), 7.02 (t, J=8.0, 1H), 6.91-6.79 (m, 2H), 6.58 (d, J=7.5, 1H), 3.22 (s, 3H); ESI-MS m/z found 382 (MH+).

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-Amino-2-methylisoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Blackburn, Thomas P.; Bourtchouladze, Rusiko; Tallman, John F.; US2007/135509; (2007); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Computed Properties of C9H8N2O2

4-(3-Chloro-2-hydroxypropylamino)-N-methylphthalimide Twenty-five grams (g) (0.142 mole) 4-amino-N-methylphthalimide [Flitsch, Chem. Ber. 94:2494(1961)] and 20.7 g (0.21 mole) 1-chloro-2,3-epoxypropane were added to 150 ml 2,2,2-trifluoroethanol and the reaction mixture was heated to reflux with stirring for 48 hours. Seventy to eighty ml of 2,2,2-trifluoroethanol was removed by distillation and a heavy yellow precipitate formed when the remaining solution cooled to room temperature. This precipitate was triturated with ethyl acetate, collected by filtration and dried to give 29.5 g (77% yield) of the desired phthalimide intermediate m.p. 136-138.5 C. Analysis: Calculated for C12 H13 ClN2 O3: C, 53.64; H, 4.88; N, 10.45. Found: C, 53.87; H, 4.85; N, 10.81.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Miles Laboratories, Inc.; US4261893; (1981); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-dione, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: indolines-derivatives

q) 2-Methyl-2,3-dihydro-1H-isoindol-5-ylamine [0413] 2.643 g 4-Amino-N-methylphthalimide was suspended in 50 ml THF and added to 1.328 g lithium aluminum hydride in 50 ml THF at room temperature. The mixture was refluxed for 3 hrs, then stirred a further 3 days at room temperature. Excess LAH was destroyed by addition of water and the mixture filtered over celite. An aqueous phase was separated and extracted with CH2Cl2. The combined organic phases were dried and evaporated. The residue was stirred with HCl in MeOH and the evaporated to yield 1.6 g of the title compound as the hydrochlorid salt.

The synthetic route of 2307-00-8 has been constantly updated, and we look forward to future research findings.

Application of 2307-00-8, These common heterocyclic compound, 2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-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.

4-N-Ethylamino-N-methylphthalimide (5) A mixture of 10 g (0.057 mol) of 4-amino-N-methylphthalimide (4) [Flitsch, Chem. Ber. 94:2494(1961)], 17.5 g (0.11 mol) of diethyl sulfate, and 100 ml of 2,2,2-trifluoroethanol was refluxed for one day. The reaction mixture was cooled, concentrated under reduced pressure, and the residue partitioned between 250 ml of ethyl acetate and 100 ml of saturated sodium bicarbonate solution containing 10 ml of triethylamine. The ethyl acetate phase was separated, washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and evaporated. The residue was recrystallized twice from acetone-hexane and then from aqueous methanol to give 3.4 g (29% yield) of the phthalimide (5) as fine yellow crystals, m.p. 157 C. Analysis: Calculated for C11 H12 N2 O2: C, 64.69; H, 5.92; N, 13.71; Found: C, 64.00; H, 5.71; N, 13.37. NMR Spectrum (C5 D5 N): delta 0.5 (t, J=7 Hz, 3H), 2.1 (s, 3H)

The synthetic route of 2307-00-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Miles Laboratories, Inc.; US4363759; (1982); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 2307-00-8, These common heterocyclic compound, 2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-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.

Compound 20: 2-METHYL-5 -IY2-OXO-1 -PHENYL- 1.2-DIHYDRO-3 H-INDOL-3- YLIDENE)AMINO1-2H-ISOINDOLE- 1 ,3(2H)-DIONE: A mixture of 1-phenylisatin (50 mg, 0.22 mmol) and 4-amino-N-methylpthalimide (40 mg, 0.22 mmol) was heated neat at 215 0C for 2 h. The crude material was purified by preparative TLC using a mixture of 3:7 ethyl acetate and hexane as the eluent, giving the desired product as a yellow solid (8 mg, 0.02 mmol, 10 %). 1H NMR (400 MHz): delta 7.88 (d, J = 7.8, IH), 7.83 – 7.80 (m, IH), 7.51 (t, J = 7.5, IH), 7.47 – 7.18 (m, 6H), 7.02 (t, J = 8.0, IH), 6.91 – 6.79 (m, 2H), 6.58 (d, J = 7.5, IH), 3.22 (s, 3H); ESI-MS m/z found 382 (MH+).

The synthetic route of 2307-00-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HELICON THERAPEUTICS, INC.; WO2008/2946; (2008); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Formula: C9H8N2O2

A mixture of 4-Bromo-N-cyclopropylmethyl-2-trifluoromethyl-benzenesulfonamide (150 mg), Pd(OAc)2 (9.5 mg), BINAP (26 mg)5cesium carbonate (164 mg) and 5- Amino-2-methyl-isoindole-l,3-dione (148 mg) in 15 ml toluene was reflaxed for 12 hours. The reaction mixture was eluted through a silica bed with Toluene and then with PE: EtOAc (1:1). The toluene fraction was discarded and the solvent of the PE: EtOAc fraction was removed under reduced pressure. The crude product was purified by Combiflash (linear gradient PE – THF). Yield 83 mg, 43 %.1H NMR (300 MHz, CDC13, rt) delta 0.13 (m, 2H5 CH2), 0.49 (m, 2H, CH2), 0.89 (m, IH, CH), 2.87 (t, broad, 2H, J= 7.2 Hz5 CH2), 3.18 (s, 3H5 CH3), 4.72 (t, broad, IH, NH), 6.75 (s, broad, IH, NH)5 6.98 (s, IH5 ArH)5 7.37 (dt, J= 8.1, J= 2.7, IH5 ArH)5 7.489 (d, IH5 J= 2.1, ArH)5 7.579 (d, IH5 J= 1.8, ArH)5 7.81 (d, IH5 J= 8.I5 ArH), and 8.14 (d, 2H, J= 8.7Hz5 ArH).MS: m/z 454.1 (M+)

The synthetic route of 2307-00-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMOS CORPORATION; WO2008/75353; (2008); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 2307-00-8, The chemical industry reduces the impact on the environment during synthesis 2307-00-8, name is 5-Amino-2-methylisoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

Example 110 2-METHYL-5-[(2-OXO-1-PHENYL-1,2-DIHYDRO-3H-INDOL-3-YLIDENE)AMINO]-2H-ISOINDOLE-1,3(2H)-DIONE: A mixture of 1-phenylisatin (50 mg, 0.22 mmol) and 4-amino-N-methylpthalimide (40 mg, 0.22 mmol) was heated neat at 215 C. for 2 h. The crude material was purified by preparative TLC using a mixture of 3:7 ethyl acetate and hexane as the eluent, giving the desired product as a yellow solid (8 mg, 0.02 mmol, 10%). 1H NMR (400 MHz): delta 7.88 (d, J=7.8, 1H), 7.83-7.80 (m, 1H), 7.51 (t, J=7.5, 1H), 7.47-7.18 (m, 6H), 7.02 (t, J=8.0, 1H), 6.91-6.79 (m, 2H), 6.58 (d, J=7.5, 1H), 3.22 (s, 3H); ESI-MS m/z found 382 (MH+).

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-Amino-2-methylisoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Konkel, Michael J.; Blackburn, Thomas P.; Wetzel, John M.; US2004/110821; (2004); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem