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CAS No. : | 95-88-5 | MDL No. : | MFCD00002273 |
Formula : | C6H5ClO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | JQVAPEJNIZULEK-UHFFFAOYSA-N |
M.W : | 144.56 | Pubchem ID : | 1731 |
Synonyms : |
|
Chemical Name : | 4-Chlorobenzene-1,3-diol |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302+H312+H332-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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 |
---|---|---|
63% | 4-chloro-resorcinol (140mg, 0.95mmol) and triethylamine (0.35mL, 2.4mmol) under an argon atmosphere at room temperature was dissolved to anhydrous DMF (1.5mL) and stirred for 30 min.<strong>[207399-07-3]<strong>[207399-07-3]IR-780</strong> iodide</strong> (250 mg, 0.375 mmol) was dissolved in dry DMF (1 mL) and slowly added to the above solution in the dark.Warm up to 50 degrees Celsius and keep warm for 4 hours.After cooling to room temperature, pure water (10 mL) was added and extracted with dichloromethane (20 mL×3).The organic phases were combined and the dichloromethane was evaporated under reduced pressure.The crude product was purified by preparative column chromatography (dichloromethane:ethanol = 30:1, v:v)The morphology was blue-green crystals (71 mg, 63%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
46% | To a stirred solution of 4-chlororesorcinol (4.0 g, 27.67 mmol) in acetone (100 mL) was added potassium carbonate (7.40 g, 53.50 mmol). The mixture was stirred 30 minutes at room temperature and iodomethane (1.72 mL, 27.67 mmol) was added dropwise. The resulting solution was stirred at reflux for 18 h. The mixture was concentrated in vacuo before, hydrolyzed with a saturated aqueous solution of NH4Cl, extracted using ethyl acetate, the organics were washed with brine, dried over MgSCL and concentrated in vacuo before purification by silica gel flash chromatography eluting with a gradient of cyclohexane:ethyl acetate - 100:0 to 80:20 to give the title compound as a beige solid (2.0 g, 46% yield). ESIMS m/z [M+H]+=l59.0. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | With sodium carbonate; In ethanol; water; at 25.0℃; for 2.0h; | General procedure: Imidazo[1,2-a]pyrimidine-2-carbaldehyde [40] (100 mg,0.68 mmol, 1.0 equiv.), 58 mg malononitrile (0.88 mmol, 1.3equiv.), and enolizable compounds (0.88 mmol, 1.3 equiv.)were dissolved in 5 cm3water or a mixture of water:ethylalcohol (4:1). Sodium carbonate (0.88 mmol, 93 mg, 1.3equiv.) in 2 cm3water was added and the mixture was stirredat room temperature for various times (2-7 h). The reactionprocess was monitored with thin layer chromatographyusing different ratio of hexane:ethyl acetate mixture assolvent. After completion of the reaction, the mixture waspoured into brine solution and stirred for 15 min. The resultingsolid was suction filtered using filter paper with smallpore size and washed with water. The pure products 4a-4gwere obtained by crystallization or washing with varioussolvents. Products were stored under argon atmosphere toprevent decomposition. |
A1483254[ 953390-32-4 ]
4-Chlorobenzene-1,3-diol-1,2,3,4,5,6-13C6
Reason: Stable Isotope