Structure of 20299-79-0
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
4.5
*For Research Use Only! Not for Human Use. We Do Not Sell to Patients.
Change View
| Size | Price | VIP Price |
DE Stock US Stock |
Asia Stock Global Stock |
In Stock |
| {[ item.pr_size ]}{[ size_append_text(item.pr_size, proInfo.prAm, 'list') ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | {[ item.p_spot_brand_remark ]} 1-2 weeks {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.p_spot_brand_remark ]} 1-2 weeks {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock Inquiry - | Login - + |
Please Login or Create an Account to: See VIP prices and availability
Asia Stock: Ship in 3-5 business days
EU Stock: ship in 0-1 business day
Global Stock: ship in 7-10 days
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
{[ item.p_spot_brand_remark ]}
1-2weeks
Inquiry
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ item.p_spot_brand_remark ]}
1-2weeks
Inquiry
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
Asia Stock: Ship in 3-5 business days
EU Stock: ship in 0-1 business day
Global Stock: ship in 7-10 days
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
| CAS No. : | 20299-79-0 |
| Formula : | C11H9NO2 |
| M.W : | 187.19 |
| SMILES Code : | O=C(C=C1)N(C2=CC=CC(C)=C2)C1=O |
| English Name : | 1-(m-Tolyl)-1H-pyrrole-2,5-dione |
| MDL No. : | MFCD00047117 |
| InChI Key : | PRZFFHNZHXGTRC-UHFFFAOYSA-N |
| Pubchem ID : | 247652 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With sodium acetate; acetic anhydride | ||
| With sodium acetate; acetic anhydride Reflux; | ||
| With sodium acetate In acetic anhydride at 120℃; for 0.5h; Microwave irradiation; | Preparation of substrate compound 19v-19γ General procedure: Primary amine (1.0 eq.) were dissolved in THF. Maleimide (1.1 eq.) dissolved in THF was slowly added to amine solution. The reaction mixture was stirred for 30 min atroom temperature. A lot of precipitation appeared. The precipitation was collected by filtration. The filtrate was dissolved in acetic anhydride and sodium acetic acid (1.2 eq.) was added. The mixture was heated at 120°C by microwave irradiation for 30 mins and then poured into water. Saturated NaHCO3 solution was added to neutralize the mixture. Precipitation appeared and the solid was collected by filtration. The precipitate was purified by column chromatography to afford maleimide 19a-19γ. |
| at 135℃; | ||
| With manganese(II) acetate; acetic anhydride; triethylamine In acetone at 55 - 65℃; |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 71% | Stage #1: ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate With sulfuric acid; sodium nitrite In acetic acid; propionic acid at 0 - 5℃; for 2h; Stage #2: 1-(3-methylphenyl)-1H-pyrrole-2,5-dione In acetic acid at 0 - 5℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 41% | With sodium acetate; acetic anhydride at 100℃; for 6h; | 2.4 N-(3-Methylphenyl)maleimide (3MPMI) N-(3-Methylphenyl)maleimide was synthesized from a two-step reaction (Scheme 2 ). The second step of the reaction used a modified literature method [31]. To synthesize N-(3-methylphenyl)maleamic acid, maleic anhydride (10.0g, 102mmol) and toluene (8ml) were stirring in a 100ml flask. m-Toluidine (11.1g, 102mmol) was added drop wise. During the addition, 15ml toluene was added to maintain a good slurry consistency, after which the mixture was refluxed for 15min. The product precipitated from solution was filtered warm and vacuum dried for 24h to afford a light yellow solid (19.63g, 94%). 1H NMR (DMSO-d6, 400MHz) δ ppm: 10.27 (s, 1H), 7.43-6.87 (m, 4H), 6.42 (d, 1H), 6.26 (d, 1H), 2.23 (s, 3H). A mixture of N-(3-methylphenyl)maleamic acid (17.6g, 85.9mmol), acetic anhydride (43.8g, 429mmol) and anhydrous sodium acetate (3.52g, 42.9mmol) was heated at 100°C for 6h. The reaction mixture was cooled and poured in ice water. The crude product was then washed with ice water and vacuum distilled (62°C, 0.2mmHg) to afford N-(3-methylphenyl)maleimide (yellow liquid, 15.1g, 94%). The crude product was purified by column chromatography (silica gel, hexane-ethyl acetate=5:1). The first band afforded pure product as a yellow liquid (6.19, 41%) (lit [32] 78%) 1H NMR (CDCl3, 500MHz) δ ppm: 7.36 (m, 1H), 7.22-7.10 (m, 5H), 2.34 (t, 3H) (FigureS2). |
| With sodium acetate; acetic anhydride at 90 - 100℃; for 0.5h; | ||
| With sodium acetate; acetic anhydride for 0.5h; Heating; |
| With acetic anhydride |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 70% | Stage #1: diethyl 5-amino-3-methyl-2,4-thiophenedicarboxylate With sulfuric acid; sodium nitrite In acetic acid; propionic acid at 0℃; for 2h; Stage #2: 1-(3-methylphenyl)-1H-pyrrole-2,5-dione In acetic acid; propionic acid at 0 - 30℃; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 85% | With acetic acid at 130℃; for 6h; | |
| 48% | With acetic acid for 18h; Reflux; | 8 Maleic anhydride (25 g, 250 mmol) and 380 ml of acetic acid were added to a 500 mL single-necked bottle, and then m-toluidine (26.75 g, 250 mmol) was slowly added dropwise to the reaction solution with stirring at room temperature. After the dropwise addition, the reaction solution was placed in an oil bath and refluxed for 18 hours. After the reaction was completed, the reaction solution was cooled to room temperature, spin-dried the solvent, 100-200 mesh silica gel column chromatography, and a mixed solvent (3: 1) of petroleum ether and ethyl acetate was rinsed. 22.54 g of the compound represented by the structure of formula IVb was isolated with a yield of 48%. |
| Stage #1: maleic anhydride; 1-amino-3-methylbenzene In diethyl ether at 20℃; Stage #2: With sodium acetate; acetic anhydride at 120℃; |
| Stage #1: maleic anhydride; 1-amino-3-methylbenzene With acetic acid at 125℃; for 6h; Stage #2: With sodium hydrogencarbonate In water at 20℃; | ||
| With acetic acid at 130℃; for 8h; | ||
| With acetic acid at 125℃; | ||
| With acetic acid Reflux; | ||
| With acetic acid Reflux; | ||
| With acetic acid at 130℃; | ||
| With acetic acid Reflux; | ||
| With acetic acid at 125℃; Schlenk technique; | ||
| Stage #1: maleic anhydride; 1-amino-3-methylbenzene In dichloromethane at 20℃; for 0.75h; Stage #2: With sodium acetate; acetic anhydride In dichloromethane at 100℃; for 4h; |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 97% | With N-((1R,2R)-2-amino-1,2-diphenylethyl)-2,6-dichlorobenzenesulfonamide; benzoic acid In toluene at 20℃; for 48h; optical yield given as %ee; enantioselective reaction; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 97% | With 1-((1R,2R)-2-aminocyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea; benzoic acid In dichloromethane at 20℃; for 5h; optical yield given as %ee; enantioselective reaction; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 85% | With N-hydroxyphthalimide; oxygen; copper(I) bromide In acetonitrile at 60℃; Inert atmosphere; Green chemistry; | |
| 77% | With tert.-butylhydroperoxide; copper(ll) bromide In toluene at 50℃; for 48h; |