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[ CAS No. 60731-73-9 ] {[proInfo.proName]}

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Chemical Structure| 60731-73-9
Chemical Structure| 60731-73-9
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Product Details of [ 60731-73-9 ]

CAS No. :60731-73-9 MDL No. :MFCD00673065
Formula : C8H3F2NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 183.11 Pubchem ID :-
Synonyms :

Safety of [ 60731-73-9 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P501-P261-P270-P271-P264-P280-P284-P302+P352-P342+P311-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P310+P330-P304+P340+P311-P403+P233-P405 UN#:2206
Hazard Statements:H301+H331-H315-H319-H334-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 60731-73-9 ]

* 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.

  • Downstream synthetic route of [ 60731-73-9 ]

[ 60731-73-9 ] Synthesis Path-Downstream   1~23

  • 1
  • [ 372-16-7 ]
  • [ 60731-73-9 ]
  • [ 64627-98-1 ]
  • 2
  • [ 60731-73-9 ]
  • [ 64628-73-5 ]
  • [ 64628-17-7 ]
  • 3
  • [ 79-37-8 ]
  • [ 18063-03-1 ]
  • [ 60731-73-9 ]
YieldReaction ConditionsOperation in experiment
In 1,2-dichloro-ethane; Intermediate 1: 2,6-difluorobenzoyl isocyanate STR3 A mixture of 0.52 g of <strong>[18063-03-1]2,6-difluorobenzamide</strong> and 0.33 ml of oxalyl chloride was stirred under reflux in 15 ml 1,2-dichloroethane overnight. Solvent was removed under vacuum and 10 ml 1,2-dichloroethane was added. Solvent was removed under vacuum to leave the title intermediate, which could be used directly or dissolved in 1,2-dichloroethane and stored for future use.
In 1,2-dichioroethane; 1,2-dichloro-ethane; 2,6-difluorobenzoyl isocyanate STR10 A mixture of 0.52 g of <strong>[18063-03-1]2,6-difluorobenzamide</strong> and 0.33 ml of oxalyl chloride was stirred under reflux in 15 ml, 1,2-dichloroethane overnight. Solvent was removed under vacuum and 10 mL 1,2-dichloroethane was added. Solvent was removed under vacuum to leave the title intermediate, which could be used directly or dissolved in 1,2-dichioroethane and stored for future use.
In 1,1-dichloroethane; REFERENCE EXAMPLE 3 2,6-Difluorobenzoyl isocyanate In 150 ml of dichloroethane was suspended 13.5 g of <strong>[18063-03-1]2,6-difluorobenzamide</strong>, and 14.0 g of oxalyl chloride was little by little added to the suspension, followed by heating under reflux at about 110 C. for 15 hours. The reaction mixture was concentrated under reduced pressure, and the resultant oily substance was distilled under reduced pressure to give 12 g of the subject compound as an oily material of boiling point of 123 C./60 mmHg.
In toluene; EXAMPLE 4 2,6-Difluorobenzoyl isocyanate Twenty-eight grams (0.22 mol) of oxalyl chloride were added dropwise to a solution of 31.4 gm (0.20 mol) of <strong>[18063-03-1]2,6-difluorobenzamide</strong> in 250 ml of toluene. The solution thus obtained was boiled under reflux for five hours, during which time hydrogen chloride and carbon monoxide were liberated. The solvent was then distilled off, in vacuo at the end. The product which remained was distilled in an oil pump vacuum. Yield: 28.5 gm (0.156 mol; 77% of theory), B.p.: 54-56 C./0.7 mbar.
In 1,1-dichloroethane; EXAMPLE 2 Preparation of N-(2,6-difluorobenzoyl)-N'-[3-ethoxy-carbonyl-4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenyl]urea. A solution of 1.7 g. of <strong>[18063-03-1]2,6-difluorobenzamide</strong> in 50 cc of dichloroethane was heated to 50 C. and 4.2 g. of oxalyl chloride was added dropwise with stirring and the reaction was continued for 1 hour with stirring to obtain 2,6-difluorobenzoyl isocyanate. Then, dichloroethane and excess of oxalyl chloride were distilled off under a reduced pressure.
In toluene; Example 4 2,6-Difluorobenzoyl isocyanate Twenty-eight grams (0.22 mol) of oxalyl chloride were added dropwise to a solution of 31.4 gm (0.20 mol) of <strong>[18063-03-1]2,6-difluorobenzamide</strong> in 250 ml of toluene. The solution thus obtained was boiled under reflux for five hours, during which time hydrogen chloride and carbon monoxide were liberated. The solvent was then distilled off, in vacuo at the end. The product which remained was distilled in an oil pump vacuum. Yield: 28.5 gm (0.156 mol; 77% of theory), B.p.: 54-56 C./0.7 mbar.
In 1,2-dichloro-ethane; EXAMPLE 1 Preparation of 2,6-Difluorobenzoylisocyanate A mixture containing 30.26 g (0.193 moles) of <strong>[18063-03-1]2,6-difluorobenzamide</strong> in 250 ml of 1,2-dicloroethane was placed under an atmosphere of nitrogen and cooled to 5 C. (internal temp.). To this was then added dropwise a solution of 24.0 ml (34.8 g, 0.27 moles) of oxalyl chloride in 50 ml of 1,2-dichloroethane. During this addition the internal temperature was maintained below 10 C. The resulting reaction mixture was then stirred for 1/2 hour in an ice bath. The ice bath was removed and the reaction mixture allowed to warm to room temperature. After stirring at room temperature to 11/2 hours the reaction mixture was slowly heated to reflux. After refluxing for 5 hours the reaction mixture was allowed to cool to room temperature. Removal of the solvent in vacuo afforded 31.77 g of an orange oil. NMR (CDCl3): delta6.6-7.7 (m); IR (CHCl3): 3370,2990,2220,1770,1747,1685,1605,1450 cm-1.
37.4 g (89%) In dichloromethane; (1d) 2,6-Difluorobenzoylisocyanate 36.1 g (0.23 mol) of <strong>[18063-03-1]2,6-difluorobenzamide</strong> are suspended in 360 ml of methylene chloride, and 53.7 g (0.42 mol) of oxalyl chloride are then added dropwise in the course of 20 minutes. After the release of hydrochloric acid has finished, the mixture is well stirred overnight under reflux. The solvent is subsequently distilled off, and the residue is distilled through a 10 cm Vigreux column at about 80 C./0.3 mm; yield 37.4 g (89%) of a slightly yellow liquid.
In 1,2-dichloro-ethane; EXAMPLE 1 This Example illustrates the preparation of 2,6-difluorobenzoyl isocyanate. Oxalyl chloride (5.5 g) was added slowly to a suspension of <strong>[18063-03-1]2,6-difluorobenzamide</strong> (6.0 g) in 1,2-dichloroethane maintained at a temperature within the range -10 to -5 C. When the addition was complete the mixture was allowed to warm to the ambient temperature, and then gradually heated to the reflux temperature and maintained thereat for a period of 16 hours. The solvent was then removed by evaporation under reduced pressure and the residual oil purified by distillation to yield 2,6-difluorobenzoyl isocyanate, b.p. 60-61/0.7 mm.
In 1,2-dichloro-ethane; for 6h;Reflux; Inert atmosphere; General procedure: Oxalylchloride (30 mmol) was added dropwise to a solution of 3 (10 mmol) in 1,2-dichloroethane(25 mL) and the mixture was heated to reflux for 6h under nitrogen atmosphere.Excess oxalylchloride and 1,2-dichloroethane was evaporated under reducedpressure to afford the crude intermediate4.
In 1,2-dichloro-ethane; at 75℃;Cooling with ice; General procedure: The reaction of substituted benzoic acid M4 (10 mmol) with oxalyl chloride (2.52 g, 20 mmol) gavesubstituted benzoyl chloride. A solution of the substituted benzoyl chloridewas added dropwise to the solution of ammonium hydroxide (5 mL) indichloromethane (10 mL) at 0 oC. Then the reaction mixture wasstirred for 3.5 h at room temperature. Dichloromethane (10 mL) was added to themixture and the mixture was washed with water, a solution of sodium hydroxide(1 M), a solution of diluted hydrochloric acid (1 M) and brine, dried oversodiumsulfate and ltered. The solvent was evaporated under reduced pressure toget crude products. The crude products were recrystallized with dichloromethaneto give the pure compounds M5, whichwere used directly for preparation of isocyanates M6. The key intermediates isocyanates M6wereprepared by the usual method. Substituted benzamides M5 (5mmol), and to this 10mmol of oxalyl chloride was addeddropwisefor 10 min at ice-bath. After addition, the resulting clearsolution was heatedat about 75 oC for 6-8 h, and then the excessive oxalyl chloride wasremoved under reduced pressure to givea clear solution of substituted benzoylisocyanate M6, which was usedfor thenext step reaction without further purication.
In 1,2-dichloro-ethane; at 20℃; for 8.5h;Reflux; 3.2g <strong>[18063-03-1]2,6-difluorobenzamide</strong> was added to a 100mL flask. To this was added 50mL 1,2-dichloroethane and 4g oxalyl chloride. Then, install reflux condenser tube, dryers and exhaust gas absorption device. It was stirred at room temperature for 30min. The reaction was then heated at reflux for 8h until no hydrogen chloride gas evolution. The condensed reflux device into a distillation apparatus, The excess oxalyl chloride and the solvent was distilled off dichloroethane to give a yellow liquid. It was used directly in the next reaction without purification.
In dichloromethane;Inert atmosphere; Schlenk technique; Reflux; General procedure: The appropriate amide 32a-p, benzhydrazide (40a), or p-toluenesulfonylhydrazide (43a) (1.0 mmol, 1.0 equiv) was placed in a SchlenkKjeldahl reaction flask and the flask was evacuated/argon re-filledthree times. Subsequently, anhyd CH2Cl2 (25 mL) was added and themixture was stirred at r.t. for 10 min before dropwise addition of oxalylchloride (3.0 mmol, 3.0 equiv) followed. The reaction mixturewas then stirred at reflux for 2.5-3.0 h before cooling to r.t. and thesolvent was evaporated in vacuo. Subsequently, the appropriate nucleophile32, 34, 36, 38, 40, 42, 43, or 45 (1.1-1.25 mmol, 1.1-1.25equiv) was rapidly added and the flask was evacuated/argon re-filledbefore anhyd toluene (12 mL) was added. The reaction mixture wasthen stirred at reflux for 2.5-3 h before cooling to r.t. and concentrationto about 1/3 of the initial volume on rotavapor. Hexane was addedto the residue and the obtained precipitate (often sonicated) wascollected by filtration under reduced pressure to yield the crudeproduct. When necessary, the isolated material was purified either bycrystallization from MeOH or flash chromatography on silica gel withhexane-EtOAc as the eluent.
In 1,2-dichloro-ethane; at 0 - 70℃; for 5h; In a 250 ml four-necked flask,Add 18.3 g of <strong>[18063-03-1]2,6-difluorobenzamide</strong> as raw material,Soluble in 150ml dichloroethane solvent,A solution of 28.2 g of oxalyl chloride in 30 ml of dichloroethane was added dropwise with stirring at less than 0C.After adding oxalyl chloride,The reaction was performed at room temperature for 2 h, then slowly heated to 70 C for 3 h.The light brown liquid after vacuum desolvation,That is, the desired raw material is 2,6-difluorobenzoyl isocyanate.
In 1,2-dichloro-ethane; at 0℃; for 5h;Inert atmosphere; Reflux; General procedure: Compounds 1-30 were synthesized according to [20,21]. Substituted benzamide (5.0 mmol) and1,2-dichloroethane (10 mL) were added to a 100 mL three-necked flask under N2. The reaction mixturewas cooled to 0 C and oxalyl chloride (1.27 g, 10.0 mmol) was added dropwise under stirring, thenthe mixture was stirred at room temperature for 1 h, left standing at 60 C for 3 h and refluxed for1 h. The solvent and excess oxalyl chloride were evaporated under reduced pressure to give a yellowtransparent liquid. Anhydrous dichloromethane (5 mL) was added to the residue, then a substituted2-aminopyrimidine (2.5 mmol) was added to the system and reacted at room temperature for 12 h.The solvent was removed under reduced pressure and the residue was purified by flash columnchromatography on silica gel to give compounds 1-30.

  • 4
  • [ 917-61-3 ]
  • [ 18063-02-0 ]
  • [ 60731-73-9 ]
YieldReaction ConditionsOperation in experiment
91.75% With aluminum (III) chloride; toluene-4-sulfonic acid In diethylene glycol dimethyl ether at 50 - 60℃; for 8h; 3 Example 3 84.5g (1.3mol) sodium cyanate, 20g (0.15mol) aluminum trichloride, 10g p-toluenesulfonic acid,400g o-dichlorobenzene and 40g diethylene glycol dimethyl ether were placed in the reactor,The temperature was controlled at 50-60 ° C, and 176.5g (1mol) of 2,6-difluorobenzoyl chloride was added dropwise.After the dropwise addition, the reaction was maintained at 60 ° C for 8 hours, and the solvent was distilled off under reduced pressure.Continue to evaporate under reduced pressure to obtain 168g of 2,6-difluorobenzoyl isocyanate, GC purity 99.5%, yield 91.75%.
70% In 1,2-dichloro-benzene for 2h; Heating;
  • 5
  • [ 27692-74-6 ]
  • [ 60731-73-9 ]
  • 1-(2,6-difluoro-benzoyl)-3-(4-pyridin-4-ylmethyl-phenyl)-urea [ No CAS ]
  • 6
  • [ 60731-73-9 ]
  • [ 141940-37-6 ]
  • C20H17F5N2O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
40% In 1,2-dichloro-ethane Heating;
  • 7
  • [ 5734-64-5 ]
  • [ 60731-73-9 ]
  • 1-(4-chloro-6-methoxy-pyrimidin-2-yl)-3-(2,6-difluoro-benzoyl)-urea [ No CAS ]
  • 8
  • [ 60731-73-9 ]
  • [ 13563-36-5 ]
  • 1-(2,6-difluorobenzoyl)-3-(2-methyl-3-oxopyridazin-4-yl)urea [ No CAS ]
  • 9
  • [ 60731-73-9 ]
  • [ 103995-81-9 ]
  • 1-(2,5-dichloro-3-trifluoromethylphenyl)-3-(2,6-difluorobenzoyl)-urea [ No CAS ]
YieldReaction ConditionsOperation in experiment
In hexane; benzene 1 1-(2,5-dichloro-3-trifluoromethylphenyl)-3-(2,6-difluorobenzoyl) urea (Compound No. 1) STR9 EXAMPLE 1 1-(2,5-dichloro-3-trifluoromethylphenyl)-3-(2,6-difluorobenzoyl) urea (Compound No. 1) STR9 To a solution of 2,5-dichloro-3-trifluoromethyl aniline (0.6 g) in 10 ml of dry benzene was added dropwise a solution of 2,6-difluorobenzoylisocyanate (0.5 g) in 5 ml of dry benzene under water-cooling and the solution was stirred for one hour at room temperature. 50 ml of n-hexane was added to the above solution and the precipitated crystal was filtered. The crystal was washed with n-hexane to obtain the desired product 0.9 g. (m.p. 205°-207.5° C.)
  • 10
  • [ 60731-73-9 ]
  • [ 112110-07-3 ]
  • N-(2,6-difluorobenzoyl)-N'-(5-trifluoromethyl-pyridin-3-yl)urea [ No CAS ]
YieldReaction ConditionsOperation in experiment
In 1,4-dioxane; water; REFERENCE EXAMPLE 1 Preparation of N-(2,6-difluorobenzoyl)-N'-(5-trifluoromethyl-3-pyridyl)urea (compound No. 1) 1.0 g of <strong>[112110-07-3]3-amino-5-trifluoromethylpyridine</strong> was dissolved in 5 ml of dioxane, and a solution of 1.35 g of 2,6-difluorobenzoylisocyanate in 2 ml of dioxane was dropwise added to the former solution. The reaction was carried out at room temperature for 1 hour, while stirring. After the completion of the reaction, the reaction product was pourred into about 100 ml of water to precipitate crystals. The precipitate was filtered and washed with methanol, followed by drying, thus obtaining 1.73 g of N-(2,6-difluorobenzoyl)-N'-(5-trifluoromethyl-3-pyridyl)urea (melting point: 233 to 235 C.).
  • 11
  • [ 60731-73-9 ]
  • [ 83121-15-7 ]
  • [ 83121-18-0 ]
YieldReaction ConditionsOperation in experiment
In toluene; EXAMPLE 10 N-(2,4-Difluoro-3,5-dichlorophenyl)-N'-(2,6-difluorobenzoyl)-urea Three grams (0.016 mol) of 2,6-difluoro-benzoyl isocyanate were added to a solution of 2.95 gm (0.015 mol) of <strong>[83121-15-7]2,4-difluoro-3,5-dichloroaniline</strong> in 50 ml of toluene. The solution thus obtained was stirred for 15 hours at room temperature. Thereafter, the product which precipitated during that time was removed by suction filtration and dried. Yield: 4.2 gm (0.011 mol; 73% of theory), M.p.: 221-224 C.
In toluene; Example 10 N-(2,4-Difluoro-3,5-dichlorophenyl)-N'-(2,6-difluorobenzoyl)-urea Three grams (0.016 mol) of 2,6-difluoro-benzoyl isocyanate were added to a solution of 2.95 gm (0.015 mol) of <strong>[83121-15-7]2,4-difluoro-3,5-dichloroaniline</strong> in 50 ml of toluene. The solution thus obtained was stirred for 15 hours at room temperature. Thereafter, the product which precipitated during that time was removed by suction filtration and dried. Yield: 4.2 gm (0.011 mol; 73% of theory), M.p.: 221-224 C.
  • 12
  • [ 60731-73-9 ]
  • [ 69409-98-9 ]
  • 1-(2,6-difluorobenzoyl)-3-[2-fluoro-4-(trifluoromethyl)phenyl]urea [ No CAS ]
YieldReaction ConditionsOperation in experiment
In toluene; EXAMPLE 1 STR9 (Process variant (a)) A solution of 1.83 g (0.01 mol) of 2,6-difluorobenzoyl isocyanate in 10 ml of dry toluene is added to a solution of 1.79 g (0.01 mol) of <strong>[69409-98-9]2-fluoro-4-trifluoromethyl-aniline</strong> in 40 ml of dry toluene, and the mixture is stirred at 80 C. for half an hour and subsequently concentrated in vacuo. The precipitated product is separated off, washed with toluene and petroleum ether and dried in vacuo. 3.4 g (93.5% of theory) of 1-(2,6-difluorobenzoyl)-3-(2-fluoro-4-trifluoromethylphenyl)-urea of melting point 197 C. are obtained.
In hexane; toluene; Production example 1 [Production of the present compound (1)] 0.50 Gram of 2-fluoro-4-trifluoromethylaniline was dissolved in 10 ml of toluene, and to this solution, a solution of 0.51 g of 2,6-difluorobenzoylisocyanate in 5 ml of toluene was added dropwise with stirring and ice-cooling. After completion of the addition, stirring was continued overnight at room temperature and then 10 ml of hexane was added. The precipitated crystals were collected by filtration and dried to obtain 0.83 g of N-2,6-difluorobenzoyl-N'-2-fluoro-4-trifluoromethylphenylurea as white crystals. m.p. 186.1C Yield 83%
  • 13
  • [ 60731-73-9 ]
  • [ 363-73-5 ]
  • [ 76072-21-4 ]
YieldReaction ConditionsOperation in experiment
2 EXAMPLE 2 EXAMPLE 2 4.95 g of 2,3,4,6-tetrafluoroaniline is dissolved in 20 ml of absolute ether, and to the solution is added, at room temperature and with the exclusion of moisture, 5.8 g of 2,6-difluorobenzoylisocyanate. The precipitate which is formed is filtered off with suction, and recrystallized from toluene to yield N-2,3,4,6-tetrafluorophenyl-N'-2,6-difluorobenzoylurea having a melting point of 178°-182° C.
  • 14
  • [ 5580-80-3 ]
  • [ 60731-73-9 ]
  • N-(2,3,4,5-Tetrafluorophenyl)-N'-(2,6-difluoro-benzoyl)-urea [ No CAS ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 1 5.8 g of 2,6-difluorobenzoylisocyanate is added, at room temperature and with the exclusion of moisture, to a solution of 4.95 g of <strong>[5580-80-3]2,3,4,5-tetrafluoroaniline</strong> in 20 ml of absolute ether. The precipitate occurring after a short period is filtered off with suction. Recrystallisation from toluene yields N-2,3,4,5-tetrafluorophenyl-N'-2,6-difluorobenzoylurea having a melting point of 198-202 C.
  • 15
  • [ 2002-04-2 ]
  • [ 60731-73-9 ]
  • [ 1114795-42-4 ]
  • 16
  • [ 60731-73-9 ]
  • [ 41419-59-4 ]
  • [ 1070320-11-4 ]
YieldReaction ConditionsOperation in experiment
In diethyl ether; at 0 - 20℃; for 2h; SYNTHESIS EXAMPLE 2A solution obtained by dissolving 0.57 g of 2,6-difluorobenzoyl isocyanate in 0.5 ml of diethyl ether was added to a solution obtained by dissolving 0.60 g of N-methyl-4-trifluoromethoxyaniline in 2.4 ml of diethyl ether under ice-cooling condition and the mixture was stirred at room temperature for 2 hours. After 6.0 ml of hexane was added to the reaction mixture, the mixture was filtered and the substance on the filter was dried to obtain 1.13 g of this compound (2).The present compound (2):1H-NMR (DMSO-d6) δ (ppm): 3.25 (3H, s), 7.12-7.16 (2H, m), 7.41-7.55 (5H, m), 10.68 (1H, brs)
In diethyl ether; at 20℃; for 2h;Cooling with ice; To a solution of N-methyl-4-trifluoromethoxyaniline (0.60 g) in diethyl ether (2.4 ml) was added a solution of 2,6-difluorobenzoyl isocyanate (0.57 g) in diethyl ether (0.5 ml) under ice-cooling. The mixture was stirred at room temperature for 2 hours, and then hexane (0.6 ml) was added thereto. The mixture was filtered, and a solid on the filter was dried to obtain 1.13 g of the present compound (2).
  • 17
  • [ 18591-87-2 ]
  • [ 60731-73-9 ]
  • [ 1173149-94-4 ]
  • 18
  • [ 60731-73-9 ]
  • [ 39614-78-3 ]
  • [ 1173149-86-4 ]
  • 19
  • [ 60731-73-9 ]
  • [ 121041-41-6 ]
  • [ 1173149-75-1 ]
  • 20
  • [ 60731-73-9 ]
  • [ 51207-84-2 ]
  • [ 1417547-08-0 ]
YieldReaction ConditionsOperation in experiment
92.6% In dichloromethane at 20℃;
  • 21
  • [ 60731-73-9 ]
  • [ 51207-86-4 ]
  • [ 1417547-09-1 ]
  • 22
  • [ 32315-10-9 ]
  • [ 18063-03-1 ]
  • [ 60731-73-9 ]
YieldReaction ConditionsOperation in experiment
82.45% In chlorobenzene; at -5 - 128℃; for 2.5h; With a mechanical stirrer, thermometer, constant pressure dropping funnel,To the four-necked flask of the reflux condenser, 2.97 g of bis(trichloromethyl)carbonate and 20 ml of chlorobenzene were added and mixed at -5 to 5 C and stirred.9.43 g of <strong>[18063-03-1]2,6-difluorobenzamide</strong> was dissolved in a solution of 60 ml of chlorobenzene through a constant pressure dropping funnel, and slowly added dropwise to the above solution, and the dropping process was at a low temperature of -5 to 5 C. After the addition is completed, the mixture is stirred for 30 minutes, and slowly heated to a high temperature stage of 126 to 128 C, and a solution of 2.97 g of bis(trichloromethyl) carbonate dissolved in 20 ml of chlorobenzene is added dropwise at the reaction temperature for 2 to 3 hours. After the addition, the reaction is continued at this temperature for 2 hours, and the reaction is completed.After recovering chlorobenzene, it was distilled under reduced pressure to obtain 9.06 g of 2,6-difluorobenzoyl isocyanate in a yield of 82.45%. The purity of the product was determined by GC to be 98.21%.
  • 23
  • [ 103015-84-5 ]
  • [ 60731-73-9 ]
  • [ 103055-07-8 ]
YieldReaction ConditionsOperation in experiment
45 g In toluene at 25 - 35℃; for 6h; 1-4 Example 3 Toluene 320ml,2,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)nitrobenzene was added to a 500ml four-mouth bottle to 35.8g (0.1mol), Bismuth hydroxide 0.5g and activated carbon 1.2g, turn on the stirring, heat up to 65 °C, add hydrazine hydrate 12.5g dropwise, the control temperature is 65-69 °C, the droplet addition time is 0.5 hours, the drip insulation reaction is 3 hours, cool down to 25-30 °C, standby, separate the lower aqueous layer, wash the organic layer with 1 times the amount of water, separate the lower aqueous layer, and obtain a toluene solution of the reducing substance 2,5-dichloro-4- (1,1,2,3,3,3,3-hexafluoropropoxy)aniline.Add 2,6-difluorobenzamide 17.2g (0.11mol) to a 500ml reaction flask, toluene 70g, stir to 25 °C, slowly add oxalyl chloride 17.3g (0.14mol), control the reaction temperature 30 °C, add time for 1 hour, hold the temperature for 1 hour after dropping and adding, heat up to 105 °C, distill toluene after 6 hours, steam out toluene 40g, cool down to 35 °C, start dropping 2,5-dichloro-4- (1,1,2,3, Toluene solution of 3,3-hexafluoropropoxy)aniline, dropwise temperature 25 °C, 35 °C insulation for 6 hours after dropping addition, rinse the filter cake with a small amount of toluene, air dry at 90 °C, give a white solid 45.0g, the yield is 88.1% (the theoretical yield is 51.1g).
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