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| Type | HazMat fee for 500 gram (Estimated) |
| Excepted Quantity | USD 0.00 |
| Limited Quantity | USD 15-60 |
| Inaccessible (Haz class 6.1), Domestic | USD 80+ |
| Inaccessible (Haz class 6.1), International | USD 150+ |
| Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
| Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
Structure of 81-41-4
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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.
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| CAS No. : | 81-41-4 |
| Formula : | C16H8N4O2 |
| M.W : | 288.26 |
| SMILES Code : | O=C(C1=C2C=CC=C1)C3=C(N)C(C#N)=C(C#N)C(N)=C3C2=O |
| English Name : | 1,4-Diamino-9,10-dioxo-9,10-dihydroanthracene-2,3-dicarbonitrile |
| MDL No. : | MFCD00053082 |
| GHS Pictogram: | |
| Signal Word: | |
| Hazard Statements: | |
| Precautionary Statements: | |
| Class: | |
| UN#: | |
| Packing Group: |
* 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 |
|---|---|---|
| 77% | 2 Example 2 Example 2 80.0 g (0.26 mol) of 1,4-diamino-2,3-dichloroanthraquinone (calculated as 100%) in 480 g of Solvesso 150 were reacted similarly to Example 1. In the further reaction of the resulting 1,4-diaminoanthraquinone-2,3-disulfonic acid, 64 g of 1,4-diaminoanthraquinone-2,3-dinitrile having a purity of 90% were obtained, which corresponds to a yield of 77%. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; dihydrogen peroxide In potassium sulfite; water | 21 EXAMPLE 21 EXAMPLE 21 In a mixture of 35.6 parts of benzyltriethylammonium chloride and 27.0 parts of water was charged 5.50 parts of 1,4-diamino-2,3-dichloroanthraquinone, 90.9% in purity and was charged 6.43 parts of anhydrous potassium sulfite under well stirring. After pressure in the system was adjusted to 280 Torr, the mixture was heated to 85° to 90° C. to carry out reaction for 6 hours until the starting material almost disappeared, during which 11.7 parts of water was distilled out of the system at nearly a constant rate. pH in the system showed 9.8 to 8.5. Then, the mixture was cooled to 60° C and 10.52 parts of 25% aqueous sodium cyanide solution was charged therein. pH of the system was controlled to 9.5 to 10.0 with 30% aqueous sulfuric acid solution. The mixture was heated keeping pH unchanged to 65° to 70° C. to carry out reaction until 1,4-diaminoanthraquinone-2,3-disulfonic acid disappeared according to chromatography. While the reaction mixture was cooled at 25° C., excess sodium cyanide was decomposed with 6.1 parts of 35% aqueous hydrogen peroxide, followed by filtration and the resultant wet cake was washed thrice with 20 parts of warm water and dried to obtain 4.77 parts of 1,4-diaminoanthraquinone-2,3-dinitrile, 93.3% in purity. The filtrate and the first used wash water recovered were combined to obtain 80 parts of mixture. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With sodium hydroxide; phosphoric acid; N-benzyl-N,N,N-triethylammonium chloride; dihydrogen peroxide; sodium sulfite In water | 2 EXAMPLE 2 EXAMPLE 2 To a mixture composed of 55.6 parts of benzyltriethylammonium chloride and 55.6 parts of water were added 5.0 parts of 1,4-diamino-2,3-dichloroanthraquinone and 7.18 parts of anhydrous sodium sulfite. With thorough stirring, the reaction system was adjusted to a pH of 9.2 with a 28% aqueous solution of sodium hydroxide. The mixture was heated to 90° to 95° C., and the reaction was carried out until the chromatographic analysis showed that the starting material was substantially consumed. During the reaction, the reaction system was kept at a pH of 9.0 to 9.2 with a 28% aqueous solution of sodium hydroxide. Then, 0.5 part of diatomaceous earth was added to the reaction mixture, followed by filtration at 70° C. The filter cake was washed with 28 parts of warm water, and the washings were combined with the filtrate. The filtrate and washings were cooled to 25° C., and 3.2 parts of sodium cyanide was added thereto. The reaction mixture was heated to 60° to 65° C. while keeping the reaction system at a pH of 9.4 to 9.8 with a 43% aqueous solution of phosphoric acid. The reaction was carried out until the chromatographic analysis showed that the 1,4-diaminoanthraquinone-2,3-disulfonic acid was consumed. Excess sodium cyanide was decomposed with a 35% aqueous solution of hydrogen peroxide. After filtration, the filter cake was washed thoroughly with warm water and dried to obtain 4.2 parts of 1,4-diamino-2,3-dicyanoanthraquinone. The chromatographic analysis showed that this product was a single substance. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; sodium sulfite In water; nitrobenzene | 12 EXAMPLE 12 EXAMPLE 12 To a mixture composed of 32.6 parts of benzyltriethylammonium chloride and 32.6 parts of water were added 5.0 parts of 1,4-diamino-2,3-dichloroanthraquinone, 0.6 part of boric acid, and 50 parts of 1,2-dichlorobenzene. With thorough stirring, 7.18 parts of anhydrous sodium sulfite was added. The mixture was heated to 90° to 95° C., and the reaction was carried out until the chromatographic analysis showed that the starting material was substantially consumed. During the reaction, the pH of the reaction system was 7.5 to 8.5. The 1,2-dichlorobenzene was removed from the reaction mixture by steam distillation, the distillate was separated, and the water layer was returned to the reaction system. 0.5 part of diatomaceous earth was added to the reaction system, followed by filtration at 70° C. The filter cake was washed with 16.3 parts of warm water, and the washings were combined with the filtrate. The filtrate and washings were cooled to 25° C., and 3.2 parts of sodium cyanide and 0.1 part of nitrobenzene were added thereto. The reaction mixture was heated to 60° to 65° C. while keeping at a pH of 9.4 to 9.8 with a 50% aqueous solution of sulfuric acid. The reaction was carried out until the chromatographic analysis showed that the 1,4-diaminoanthraquinone-2,3-disulfonic acid was consumed. After proceeding the same post-treatment as in Example 2, there was obtained 4.2 parts of 1,4-diamino-2,3-dicyanoanthraquinone. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 89% | With sodium acetate; acetic anhydride for 12h; Reflux; | 12 Embodiment 12 The process operation of the embodiment 1 the same, material and proportion is 1,4-diamino -2,3-dichloro ethyltetrahydroanthraquinone with acetic anhydride, anhydrous acetic acid sodium, catalyst AEO-9 (fatty alcohol polyoxyethylene ethers), formamide is the molar ratio of 1:4:3: 0.2 : 4, the m-dichlorobenzene as a reaction solvent, to make 1,4-diamino -2,3-di-cyano ethyltetrahydroanthraquinone, yield 89%, purity 96.7% (high performance liquid chromatography, measuring area law ). |
Tags: 81-41-4 | 1,4-Diamino-9,10-dioxo-9,10-dihydroanthracene-2,3-dicarbonitrile | Aryls | Ketones | Amines | Nitriles | Organic Building Blocks
Precautionary Statements-General | |
| Code | Phrase |
| P101 | If medical advice is needed,have product container or label at hand. |
| P102 | Keep out of reach of children. |
| P103 | Read label before use |
Prevention | |
| Code | Phrase |
| P201 | Obtain special instructions before use. |
| P202 | Do not handle until all safety precautions have been read and understood. |
| P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
| P211 | Do not spray on an open flame or other ignition source. |
| P220 | Keep/Store away from clothing/combustible materials. |
| P221 | Take any precaution to avoid mixing with combustibles |
| P222 | Do not allow contact with air. |
| P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
| P230 | Keep wetted |
| P231 | Handle under inert gas. |
| P232 | Protect from moisture. |
| P233 | Keep container tightly closed. |
| P234 | Keep only in original container. |
| P235 | Keep cool |
| P240 | Ground/bond container and receiving equipment. |
| P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
| P242 | Use only non-sparking tools. |
| P243 | Take precautionary measures against static discharge. |
| P244 | Keep reduction valves free from grease and oil. |
| P250 | Do not subject to grinding/shock/friction. |
| P251 | Pressurized container: Do not pierce or burn, even after use. |
| P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
| P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
| P262 | Do not get in eyes, on skin, or on clothing. |
| P263 | Avoid contact during pregnancy/while nursing. |
| P264 | Wash hands thoroughly after handling. |
| P265 | Wash skin thouroughly after handling. |
| P270 | Do not eat, drink or smoke when using this product. |
| P271 | Use only outdoors or in a well-ventilated area. |
| P272 | Contaminated work clothing should not be allowed out of the workplace. |
| P273 | Avoid release to the environment. |
| P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
| P281 | Use personal protective equipment as required. |
| P282 | Wear cold insulating gloves/face shield/eye protection. |
| P283 | Wear fire/flame resistant/retardant clothing. |
| P284 | Wear respiratory protection. |
| P285 | In case of inadequate ventilation wear respiratory protection. |
| P231 + P232 | Handle under inert gas. Protect from moisture. |
| P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
| Code | Phrase |
| P301 | IF SWALLOWED: |
| P304 | IF INHALED: |
| P305 | IF IN EYES: |
| P306 | IF ON CLOTHING: |
| P307 | IF exposed: |
| P308 | IF exposed or concerned: |
| P309 | IF exposed or if you feel unwell: |
| P310 | Immediately call a POISON CENTER or doctor/physician. |
| P311 | Call a POISON CENTER or doctor/physician. |
| P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
| P313 | Get medical advice/attention. |
| P314 | Get medical advice/attention if you feel unwell. |
| P315 | Get immediate medical advice/attention. |
| P320 | |
| P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
| P321 | |
| P322 | |
| P330 | Rinse mouth. |
| P331 | Do NOT induce vomiting. |
| P332 | IF SKIN irritation occurs: |
| P333 | If skin irritation or rash occurs: |
| P334 | Immerse in cool water/wrap n wet bandages. |
| P335 | Brush off loose particles from skin. |
| P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
| P337 | If eye irritation persists: |
| P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
| P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
| P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
| P342 | If experiencing respiratory symptoms: |
| P350 | Gently wash with plenty of soap and water. |
| P351 | Rinse cautiously with water for several minutes. |
| P352 | Wash with plenty of soap and water. |
| P353 | Rinse skin with water/shower. |
| P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
| P361 | Remove/Take off immediately all contaminated clothing. |
| P362 | Take off contaminated clothing and wash before reuse. |
| P363 | Wash contaminated clothing before reuse. |
| P370 | In case of fire: |
| P371 | In case of major fire and large quantities: |
| P372 | Explosion risk in case of fire. |
| P373 | DO NOT fight fire when fire reaches explosives. |
| P374 | Fight fire with normal precautions from a reasonable distance. |
| P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
| P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
| P378 | |
| P380 | Evacuate area. |
| P381 | Eliminate all ignition sources if safe to do so. |
| P390 | Absorb spillage to prevent material damage. |
| P391 | Collect spillage. Hazardous to the aquatic environment |
| P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
| P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
| P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
| P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
| P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
| P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
| P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
| P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
| P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
| P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
| P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
| P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
| P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
| P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
| P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
| P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
| P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
| P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
| P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
| P370 + P376 | In case of fire: Stop leak if safe to Do so. |
| P370 + P378 | In case of fire: |
| P370 + P380 | In case of fire: Evacuate area. |
| P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
| P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
| Code | Phrase |
| P401 | |
| P402 | Store in a dry place. |
| P403 | Store in a well-ventilated place. |
| P404 | Store in a closed container. |
| P405 | Store locked up. |
| P406 | Store in corrosive resistant/ container with a resistant inner liner. |
| P407 | Maintain air gap between stacks/pallets. |
| P410 | Protect from sunlight. |
| P411 | |
| P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
| P413 | |
| P420 | Store away from other materials. |
| P422 | |
| P402 + P404 | Store in a dry place. Store in a closed container. |
| P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
| P403 + P235 | Store in a well-ventilated place. Keep cool. |
| P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
| P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
| P411 + P235 | Keep cool. |
Disposal | |
| Code | Phrase |
| P501 | Dispose of contents/container to ... |
| P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
| Code | Phrase |
| H200 | Unstable explosive |
| H201 | Explosive; mass explosion hazard |
| H202 | Explosive; severe projection hazard |
| H203 | Explosive; fire, blast or projection hazard |
| H204 | Fire or projection hazard |
| H205 | May mass explode in fire |
| H220 | Extremely flammable gas |
| H221 | Flammable gas |
| H222 | Extremely flammable aerosol |
| H223 | Flammable aerosol |
| H224 | Extremely flammable liquid and vapour |
| H225 | Highly flammable liquid and vapour |
| H226 | Flammable liquid and vapour |
| H227 | Combustible liquid |
| H228 | Flammable solid |
| H229 | Pressurized container: may burst if heated |
| H230 | May react explosively even in the absence of air |
| H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
| H240 | Heating may cause an explosion |
| H241 | Heating may cause a fire or explosion |
| H242 | Heating may cause a fire |
| H250 | Catches fire spontaneously if exposed to air |
| H251 | Self-heating; may catch fire |
| H252 | Self-heating in large quantities; may catch fire |
| H260 | In contact with water releases flammable gases which may ignite spontaneously |
| H261 | In contact with water releases flammable gas |
| H270 | May cause or intensify fire; oxidizer |
| H271 | May cause fire or explosion; strong oxidizer |
| H272 | May intensify fire; oxidizer |
| H280 | Contains gas under pressure; may explode if heated |
| H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
| H290 | May be corrosive to metals |
Health hazards | |
| Code | Phrase |
| H300 | Fatal if swallowed |
| H301 | Toxic if swallowed |
| H302 | Harmful if swallowed |
| H303 | May be harmful if swallowed |
| H304 | May be fatal if swallowed and enters airways |
| H305 | May be harmful if swallowed and enters airways |
| H310 | Fatal in contact with skin |
| H311 | Toxic in contact with skin |
| H312 | Harmful in contact with skin |
| H313 | May be harmful in contact with skin |
| H314 | Causes severe skin burns and eye damage |
| H315 | Causes skin irritation |
| H316 | Causes mild skin irritation |
| H317 | May cause an allergic skin reaction |
| H318 | Causes serious eye damage |
| H319 | Causes serious eye irritation |
| H320 | Causes eye irritation |
| H330 | Fatal if inhaled |
| H331 | Toxic if inhaled |
| H332 | Harmful if inhaled |
| H333 | May be harmful if inhaled |
| H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
| H335 | May cause respiratory irritation |
| H336 | May cause drowsiness or dizziness |
| H340 | May cause genetic defects |
| H341 | Suspected of causing genetic defects |
| H350 | May cause cancer |
| H351 | Suspected of causing cancer |
| H360 | May damage fertility or the unborn child |
| H361 | Suspected of damaging fertility or the unborn child |
| H361d | Suspected of damaging the unborn child |
| H362 | May cause harm to breast-fed children |
| H370 | Causes damage to organs |
| H371 | May cause damage to organs |
| H372 | Causes damage to organs through prolonged or repeated exposure |
| H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
| Code | Phrase |
| H400 | Very toxic to aquatic life |
| H401 | Toxic to aquatic life |
| H402 | Harmful to aquatic life |
| H410 | Very toxic to aquatic life with long-lasting effects |
| H411 | Toxic to aquatic life with long-lasting effects |
| H412 | Harmful to aquatic life with long-lasting effects |
| H413 | May cause long-lasting harmful effects to aquatic life |
| H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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