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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.
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CAS No. : | 19815-17-9 |
Formula : | C8H4ClN3O2 |
M.W : | 209.59 |
SMILES Code : | O=[N+](C1=CC2=NC=NC(Cl)=C2C=C1)[O-] |
MDL No. : | MFCD00033667 |
InChI Key : | CCCGYXZEVXWXAU-UHFFFAOYSA-N |
Pubchem ID : | 830680 |
GHS Pictogram: | ![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* 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 thionyl chloride; N,N-dimethyl-formamide;Reflux; | Step B: 4-Chloro-7-nitroquinazoline To a solution of <strong>[20872-93-9]7-nitroquinazolin-4(3H)-one</strong> (9.14g, 47.8mmol) thionyl chloride (90 mL) was added DMF (2 mL) and the mixture was heated at reflux overnight. The reaction mixture was cooled to room temperature, and evaporated to dryness to provide 4-chloro-7-nitroquinazoline. LCMS calc. = 210.01 ; found = 210.06 (M+H)+. | |
19 g | With thionyl chloride; In N,N-dimethyl-formamide;Reflux; | Take 19.1g (0.1mol) of 7-nitro - -quinazolinone in three 250mL flask, was added dropwise slowly with stirring 60mL freshly distilled DMF containing 2 drops of S0C12, After the addition the reaction was refluxed, the reaction is monitored by TLC process after completion of the reaction, evaporated under reduced pressure excess S0C12, the residue refrigerated ether (5 X20mL) to give the crude product was washed, crude product was recrystallized from ethyl acetate and petroleum ether to give the intermediate compound 7-nitro-4-chloroquinazoline 19.0g, yield white needle crystals yield.: 90.6%, m.p: 150-151C, 1 HNMR (CDCl 3, 400MHz) delta: 8.55 (s, 2H, Ph-H), 8.98 (s, 1H, Ph-H), 9.23 (s, 1H, Ar-H); IR (KBr) nu: 3057, 2959, 1528, 1469, 1357, 805, 743. |
With thionyl chloride; In N,N-dimethyl-formamide; for 1h;Reflux; | A solution of 7-nitro-311-quinazolin-4-one (2.25g, 11.8mmol) was added to 23ml SOCl2 solution, 0.2 mL of DMF and stirred for 1 h under reflux. The reaction was quenched, cooled to room temperature and excess S0C12 evaporated to give 7-nitro-4-chloroquinazoline as a yellow solid.The resulting yellow solid was triturated with 10 mL of petroleum ether,The petroleum ether was distilled off under reduced pressure, and the petroleum ether was repeatedly added thereto twice,To remove the residual S0C12 to give a yellow solid.Aniline (1.31 g, 14.1 mmol) and 37 mL of isopropyl alcohol were added to the above yellow solid without stirring, and the mixture was stirred under reflux for 1.5 h. Solid precipitated and cooled, Filtered, washed with isopropanol and dried to give 1.87 g of 7-nitro-4-anilinoquinazoline as a yellow solid in a yield of59.7% |
3.5 g | With thionyl chloride; N,N-dimethyl-formamide; at 110℃; for 0.3h; | <strong>[20872-93-9]7-nitroquinazolin-4(3H)-one</strong> (20.93 mmol) was suspended in 35 mL of thionyl chloride with a catalytic amount of DMF (3 drops). The mixture was refluxed at 110 C. for approximately 3 hrs until the solution turned clear. The SOCl2 was removed under reduced pressure and then dry benzene was added. The mixture was again reduced under pressure to remove all traces of SOCl2. The crude solid was dissolved in dichloromethane (CH2Cl2). The solution was treated by Na2CO3 carefully until the solution reached pH 7-8. The solution was extracted with dichloromethane (CH2Cl2) and dried over Na2SO4. The solvent was removed under reduced pressure to give the 4-chloro-7-nitroquinazoline (3.5 gram; 16.74 mmol). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In isopropyl alcohol; | Example 106 4-(6-Chloro-2,3-dihydro-indol-1-yl)-7-nitro-quinazoline hydrochloride 4-Chloro-7-nitroquinazoline (11.22 g, 53.5 mmol) was slurried into 35 ml isopropanol, treated with <strong>[52537-00-5]6-chloroindoline</strong> (8.25 g, 53.7 mmol), refluxed for three hours, then cooled slowly to room temperature. Product was filtered and air dried overnight to afford bright yellow powder; 13.18 g (68%): M.P. 230 C. (dec); LC-MS: 327 (MH+), 329 ((M+2)H+); Calc. C16 H11 ClN4 O2.HCl: C,52.91; H,3.3; N,15.43; Cl,19.52; Found: C,52.77; H,3.61; N,14.78; Cl,19.62. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; In isopropyl alcohol; for 0.5h;Heating; | The 0.209g (1mmol) of the 7-nitro-4-chloro-quinazoline is dissolved in 5 ml dry isopropanol, the solution is under stirring 0.175g (1mmol) 5-hydroxymethyl-3-phenyl-isoxazole 5 ml isopropanol solution is slowly dropped into the reaction system, then add 0.101g (1mmol) of freshly distilled triethylamine, system stirring the mixture at room temperature for 30 min then, 60 C reaction, TLC detection after finishing the reaction, the reaction solution in vacuo, the residue is directly column separation (V (petroleum ether): V (ethyl acetate) = 5:1-2:1) to obtain the target compound 7-nitro-4-[(3-phenyl)isoxazol-5-yl]methoxy]quinazoline (Q-1 in the following table). The rest of the compound in accordance with the 7-nitro-4 - [(3-phenyl)-isoxazol-5-yl]-methoxy-quinazoline. Its structure through IR, 1 HNMR, ESI-MS analyzing for the characterization. The preferred compound physical constant and spectral data in order to list a description of the form of: |
Tags: 19815-17-9 synthesis path| 19815-17-9 SDS| 19815-17-9 COA| 19815-17-9 purity| 19815-17-9 application| 19815-17-9 NMR| 19815-17-9 COA| 19815-17-9 structure
A141916 [240136-69-0]
4-(3-Nitrophenyl)pyrimidin-2-amine
Similarity: 0.77
A169597 [879088-40-1]
2-(2-Chloro-5-nitrophenyl)pyridine
Similarity: 0.68
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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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