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[ CAS No. 1878-49-5 ]

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2D
Chemical Structure| 1878-49-5
Chemical Structure| 1878-49-5
Structure of 1878-49-5 *Storage: {[proInfo.prStorage]}

Quality Control of [ 1878-49-5 ]

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Related Doc. of [ 1878-49-5 ]

SDS

Product Details of [ 1878-49-5 ]

CAS No. :1878-49-5MDL No. :MFCD00014354
Formula :C9H10O3Boiling Point :288.4°C at 760 mmHg
Linear Structure Formula :CH3C6H4OCH2COOHInChI Key :QJVXBRUGKLCUMY-UHFFFAOYSA-N
M.W :166.17Pubchem ID :74651
Synonyms :

Computed Properties of [ 1878-49-5 ]

TPSA : - H-Bond Acceptor Count : -
XLogP3 : - H-Bond Donor Count : -
SP3 : - Rotatable Bond Count : -

Safety of [ 1878-49-5 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1878-49-5 ]

  • Downstream synthetic route of [ 1878-49-5 ]

[ 1878-49-5 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 1878-49-5 ]
  • [ 79-19-6 ]
  • [ 84138-75-0 ]
YieldReaction ConditionsOperation in experiment
General procedure: A mixture of benzoic acid (50 mmol), N-aminothiourea(50 mmol) and POCl3 (13 mL) was heated at 75 C for 0.5 h. Themixture was cooled to which water (10 mL) was added and thereaction mixture was refluxed for 4 h. The mixture was cooled and pH was adjusted to 8.0 by adding 50% sodium hydroxide solution.The separated solid was filtered and recrystallized from ethanolto give desired compounds.
  • 2
  • [ 1878-49-5 ]
  • [ 713517-90-9 ]
  • 5-(2,6-dichloro-benzyl)-9b-phenyl-1-o-tolyloxy-5,9b-dihydro-1H-2a,5-diaza-benzo[a]cyclobuta[c]cycloheptene-2,4-dione [ No CAS ]
  • 4
  • [ 95-48-7 ]
  • [ 79-11-8 ]
  • [ 1878-49-5 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In water; General procedure: Equimolar quantities of 2-chloro acetic acid/3-chloro propionicacid (0.05 mol) and appropriate phenol (1a-q) (0.05 mol) were taken in a conical flask, to which aqueous solution of NaOH(0.12 mol in 25 mL water) was slowly added with constant stirring.The solution was stirred for 2 h until the solution turned clear,brown or yellow and then the reaction mixture was evaporatedin a evaporating dish until the solid sodium salt was precipitated. The salt was isolated, dried, dissolved in water and acidified byadding con. HCl. The precipitated aryloxy acetic/propionic acidwas filtered and recrystallized from water or ethanol
(1) Preparation of sodium chloroacetate:Add a metered amount of chloroacetic acid and sodium bicarbonate to a special reactor.Mixing and stirring for 2 hours while circulating heating with water at 25 C.After sampling, add water to dissolve completely into the reaction end point;(2) Preparation of [1878-49-5]o-methylphenoxyacetic acid:Adding o-methylphenol to a special reactor,Put it into the reaction kettle together with sodium chloroacetate and stir to reflux.Add 32% sodium hydroxide solution and ensure the pH of the solution is 8-9.After the completion of the dropwise addition, the dephenolized water is continued until the temperature is raised to 120 C, then the temperature is lowered and water is added, and then the hydrochloric acid is added dropwise to adjust the pH of the solution. After the acid is adjusted, the solution is filtered, and the filter cake is dried to obtain [1878-49-5]o-methylphenoxyacetic acid
Dissolve chloroacetic acid (content 99.5%, 838.8 kg, 8.83 kmol) in water (640 kg) at 20-25 C; then control the temperature of the system at 20-30 C, gradually add NaOH solution (content 30.2%, 1170kg, acetate is 8.83kmol), after 2 hours of addition, continue to stir the reaction for 10 minutes to prepare a sodium chloroacetate aqueous solution for use; (2) Preparation of aqueous solution of o-methylphenolate: First, a sodium hydroxide solution (content 30.2%, 1170 kg, 8.83 kmol) was added to the reaction vessel, followed by o-methylphenol (content 99.0%, 955.6 kg, 8.76 kmol) By controlling the rate of o-methylphenol addition, the heat generated by the salt-forming reaction itself is maintained to maintain the temperature of the reaction system between 35-55 C, and the addition of the reaction temperature is maintained at 55-60 C for 2 hours. An aqueous solution of sodium o-methylphenolate was prepared in 0.5 hours; (3) Preparation of [1878-49-5]o-methylphenoxyacetic acid sodium salt mixture: To the sodium o-methylphenolate (8.76 kmol) aqueous solution prepared in the step (2), a solution of trimethylamine was added in one portion (content: 33 wt%, 78 kg, 0.44 kmol). After stirring and dissolving uniformly, the reaction solution is maintained at 55-65 C, and the sodium chloroacetate (8.83 kmol) aqueous solution prepared in the step (1) is gradually added for 2.5 hours, and the reaction is continued at 55-65 C after the addition. In the whole process of the condensation reaction, the pH of the system is in the range of 7-8, and the sample is neutralized to a pH of 6 by a 1 mol/L hydrochloric acid solution after the reaction, and the normalized content of o-methylphenol is determined by HPLC to be <0.1%, the condensation reaction is completed, and a mixture of [1878-49-5]o-methylphenoxyacetic acid sodium salt is obtained; (4) Preparation of dimethyltetrachloride: maintain the mixture of sodium o-methylphenoxyacetate prepared in step (3) at 35-45 C, and then add 1,2-dichloroethane under stirring. Alkane (3500kg), then added to the aqueous layer (4792kg, HCl content 6.7wt%) and 30wt% industrial hydrochloric acid (24kg) separated in Example 1 to adjust the pH = 5.0, standing, layering, the separated water layer transferred Waste water treatment device; the separated organic layer is transferred to a chlorination reaction kettle, 1500 kg of water is added and the mixture is stirred and heated to 65 C, and then the chlorine gas preheated to room temperature of 99.8 wt% is continuously introduced through a metering pump. Two-thirds of the liquid level of the mixed liquid, no external heat source is provided for heat preservation or heating during the reaction, and the chlorination reaction is caused by controlling the chlorine gas feed rate and the circulating speed of ordinary circulating water by using the heat released by the chlorination reaction itself. Between 65-75 C, when the chlorine gas is passed into 206.5 m 3 (equivalent to 9.20 kmol of chlorine gas), the sample is subjected to HPLC analysis. The area normalized content of [1878-49-5]o-methylphenoxyacetic acid is 0.09%, the chlorination is finished, and the chlorine gas is stopped. The chlorination reaction was carried out for a total of 6.3 hours of chlorine gas; the reaction mixture was cooled to 25-3 At 5 C, the nitrogen gas (content 99.5%) was changed for 0.5 hours to remove a small amount of chlorine gas dissolved in the reaction mixture. During the chlorination and nitrogen pass, the reaction tail gas was led to the tail gas containing 30.2 wt% NaOH aqueous solution through the conduit at the top of the reaction vessel. Absorbed in the absorption tank; after the end of nitrogen, the mixture was allowed to stand and layered; the separated aqueous layer (1812 kg, HCl content 17.8 wt%) was used to acidify the next batch of sodium o-methylphenoxyacetate; the separated organic layer Transfer to a distillation pot to heat to 90-100 C, atmospheric distillation of about 1946 kg of 1,2-dichloroethane (can be directly reused), the residue is transferred to the crystallizer while hot, cooling step by step (cooling 10 C / Hour) to 10 C, a large amount of methyltetrachloride is precipitated, filtered, and dried under reduced pressure (temperature 80-90 C, vacuum 0.08-0.09 MPa) for 8 hours to obtain 1736.3 kg of finished dimethyltetrachloride, purity 96.3%, The total yield was 95.2% (based on o-methylphenol).
  • 5
  • [ 1878-49-5 ]
  • [ 77-86-1 ]
  • C4H11NO3*C9H9O3(1-)*H(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% In ethanol; for 2h;Reflux; General procedure: Synthesis of compounds 1e15. A solution of the correspondingacid (HnX) was added to the ethanol solution of TRIS with constantstirring at a molar ratio of 1:1 (salts 1e6, 8, 10, 12, 14) or 2:1 (salts 7,9, 11, 13 and 15) reagents, respectively. The resulting reactionmixture was boiled under reflux for 2 h, with stirring. After thereactionwas completed, the solvent was evaporated under reducedpressure. The reaction products were isolated as powders (compounds1e11, 13), viscous liquid (compound 12) or vitreous substances(compounds 14 and 15). The synthesized compounds werewashed with diethyl ether and dried in air. The reaction yields,elemental analysis data and the melting points of 1e15 salts arepresented in Table 2. Crystals of 5, 6 and 8 salts suitable for X-raydiffraction experiment were isolated by slow evaporation of thesolvent at room temperature.NMR (13C, 1H) spectroscopy data of salts 1e15 are presented inthe Supplementary Material.
  • 6
  • [ 1878-49-5 ]
  • [ 87269-87-2 ]
  • benzyl (2S,3aS,6aS)-1-(2-(o-tolyloxy)acetyl)octahydrocyclopenta[b]pyrrole-2-carboxylate [ No CAS ]
Reference: [1]ChemMedChem,2020
  • 7
  • [ 1878-49-5 ]
  • [ 797-63-7 ]
  • (13S,17R)-13-ethyl-17-ethynyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl (2-methylphenoxy)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dmap; diisopropyl-carbodiimide; In dichloromethane; at 20℃; General procedure: To a round bottom flaskwas added 1 (1.41 g, 4.5 mmol), (3-methyl-phenoxy)acetic acid (3.0 g,18.1 mmol), and DMAP (550 mg, 4.5 mmol) in DCM (30 ml) at ambienttemperature. Once a homogenous solution was observed, DIC wasadded (2.8 ml, 18.1 mmol). The mixture was allowed to stir overnight.The next morning the mixture was filtered, and the filtrate was rotovapedonto silica gel and subjected to flash chromatography. The resultantfoam was then crystallized from methanol and DCM yielding1.08 g of white crystal (73%).
  • 8
  • [ 7748-25-6 ]
  • [ 3235-09-4 ]
  • [ 1878-49-5 ]
YieldReaction ConditionsOperation in experiment
98% In one with stirring, thermometer,Add a reflux condenser and a dropping funnel into a 1000 ml four-mouth bottle450 g of 2-methylphenol potassium salt aqueous solution (containing 108 g of methyl phenol, 1 mol, potassium hydroxide 56 g, 1 mol) was heated to reflux and 450 g of a potassium chloroacetate solution was added dropwise (115 g of chloroacetic acid, 1.2 mol ,Potassium hydroxide 70 g, 1.25 mol), heated to reflux, reaction for 2 hours, cooling 30C,Hydrochloric acid was added dropwise to adjust the pH to 1, and the mixture was stirred and crystallized to 10 C., suction filtered, and 100 g water was added for washing.The dried product was 162 g, with a content of 98% and a yield of 96%.The mother liquor and wash water are distilled on a rotary evaporator in a 1000 ml bottle.600 g of 2-methylphenol water (containing 0.3% methylphenol) was distilled off, and 175 g of potassium chloride was dried in the bottle.In a 1000-ml four-necked flask, 280 g of recovered phenol-containing waste water and 105 g (0.97 mole) of methylphenol were added.Potassium hydroxide 56 g (1 mol), heated to reflux dropwise with potassium chloroacetate solution 450 g(recovering 265 g of phenolic waste water, adding 115 g of chloroacetic acid, 1.2 mol and 70 g of potassium hydroxide, 1.25 mol), heating to reflux, reacting for 2 hours, cooling at 30 C., and adding hydrochloric acid to adjust the pH to 1.The crystals were stirred to 10 C., washed with care, and the dried product was 161 g, with a content of 98% and a yield of 98%.
  • 9
  • [ 2103-94-8 ]
  • [ 1878-49-5 ]
  • N-(4-(4-bromophenyl) thiazol-2-yl)-2-(o-tolyloxy)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
General procedure: Phenoxyacetic acids (4a-j, 2mmol) in dry DCM (20ml) was stirred at 25-30C, and then lutidine (3mmol) was added, followed by the addition of substituted amino-4-phenyl-1,3-thiazoles (2mmol). The reaction mixture was stirred at the same temperature for 30min, then cooled to 0-5C and TBTU (2mmol) was added over a period of 30min maintaining the temperature below 5C. The reaction mass was stirred overnight and monitored by TLC using chloroform: methanol (9:1) as the mobile phase. The purity of the compounds was determined using high performance liquid chromatography (HPLC) by reversed phase agilent zorbax SB-C18 column method, with methanol (50%): acetonitrile (30%): water (20%) as mobile phase. The solvent was evaporated at reduced pressure, quenched by the addition of crushed ice and the obtained solid was filtered, dried and recrystallized from ethanol to afford compounds 8a-ab in good yield [supplementary files].
  • 10
  • [ 2103-91-5 ]
  • [ 1878-49-5 ]
  • N-(4-(p-tolyl) thiazol-2-yl)-2-(2-methylphenoxy)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
General procedure: Phenoxyacetic acids (4a-j, 2mmol) in dry DCM (20ml) was stirred at 25-30C, and then lutidine (3mmol) was added, followed by the addition of substituted amino-4-phenyl-1,3-thiazoles (2mmol). The reaction mixture was stirred at the same temperature for 30min, then cooled to 0-5C and TBTU (2mmol) was added over a period of 30min maintaining the temperature below 5C. The reaction mass was stirred overnight and monitored by TLC using chloroform: methanol (9:1) as the mobile phase. The purity of the compounds was determined using high performance liquid chromatography (HPLC) by reversed phase agilent zorbax SB-C18 column method, with methanol (50%): acetonitrile (30%): water (20%) as mobile phase. The solvent was evaporated at reduced pressure, quenched by the addition of crushed ice and the obtained solid was filtered, dried and recrystallized from ethanol to afford compounds 8a-ab in good yield [supplementary files].
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