Home Cart 0 Sign in  

[ CAS No. 50528-86-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

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+
Chemical Structure| 50528-86-4
Chemical Structure| 50528-86-4
Structure of 50528-86-4 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 50528-86-4 ]

Related Doc. of [ 50528-86-4 ]

Alternatived Products of [ 50528-86-4 ]

Product Details of [ 50528-86-4 ]

CAS No. :50528-86-4 MDL No. :MFCD00037029
Formula : C8H3ClF3NO Boiling Point : -
Linear Structure Formula :- InChI Key :WEPYOPYMWSHRIW-UHFFFAOYSA-N
M.W : 221.56 Pubchem ID :2733263
Synonyms :

Calculated chemistry of [ 50528-86-4 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 2
Num. H-bond acceptors : 5.0
Num. H-bond donors : 0.0
Molar Refractivity : 44.24
TPSA : 29.43 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.65 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.24
Log Po/w (XLOGP3) : 4.23
Log Po/w (WLOGP) : 4.48
Log Po/w (MLOGP) : 3.15
Log Po/w (SILICOS-IT) : 3.69
Consensus Log Po/w : 3.56

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.06
Solubility : 0.0191 mg/ml ; 0.0000863 mol/l
Class : Moderately soluble
Log S (Ali) : -4.56
Solubility : 0.00612 mg/ml ; 0.0000276 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -3.9
Solubility : 0.0278 mg/ml ; 0.000126 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 1.86

Safety of [ 50528-86-4 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P210-P261-P264-P270-P271-P280-P284-P301+P310+P330-P302+P352+P332+P313+P362+P364-P304+P340+P311-P305+P351+P338+P337+P313-P403+P233-P405-P501 UN#:2810
Hazard Statements:H227-H301+H331-H315-H319-H334-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 50528-86-4 ]

* 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 [ 50528-86-4 ]

[ 50528-86-4 ] Synthesis Path-Downstream   1~77

  • 1
  • [ 50528-86-4 ]
  • [ 95-76-1 ]
  • [ 584-81-6 ]
  • 2
  • [ 50528-86-4 ]
  • [ 50903-32-7 ]
  • [ 28396-13-6 ]
  • 3
  • [ 50528-86-4 ]
  • [ 13683-89-1 ]
  • [ 23122-52-3 ]
  • 4
  • [ 50528-86-4 ]
  • [ 107-19-7 ]
  • [ 32496-42-7 ]
  • 5
  • [ 15761-38-3 ]
  • [ 50528-86-4 ]
  • [ 161956-90-7 ]
  • (S)-3-(2-Chloro-5-trifluoromethyl-phenyl)-5-methyl-1-(1,2,3,4-tetrahydro-naphthalen-1-yl)-imidazolidine-2,4-dione [ No CAS ]
  • 8
  • [ 501693-47-6 ]
  • [ 50528-86-4 ]
  • 1-[4-(4-amino-furo[2,3-<i>d</i>]pyrimidin-5-yl)-phenyl]-3-(2-chloro-5-trifluoromethyl-phenyl)-urea [ No CAS ]
  • 9
  • [ 50528-86-4 ]
  • [ 56073-92-8 ]
  • C23H17ClF3N5O4 [ No CAS ]
  • 10
  • [ 605661-13-0 ]
  • [ 50528-86-4 ]
  • N-[4-(4-amino-6-methylthieno[2,3-d]pyrimidin-5-yl)phenyl]-N'-[2-chloro-5-(trifluoromethyl)phenyl]urea [ No CAS ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 40 N-[4-(4-amino-6-methylthieno[2,3-d]pyrimidin-5-yl)phenyl]-N'-[2-chloro-5-(trifluoromethyl)phenyl]urea The desired product was prepared by substituting <strong>[50528-86-4]2-chloro-5-trifluoromethylphenyl isocyanate</strong> for phenyl isocyanate in Example 1F. MS(ESI) m/e 478 (M+H)+; 1H NMR (300 MNLz, DMSO-d6) delta 9.78 (s, 1H); 8.70 (s, 1H); 8.65 (d, J=2.1 Hz, 1H); 8.27 (s, 1H); 7.74 (d, J=8.4 Hz, 1H); 7.66 (d, J=8.7 Hz, 2H); 4.41 (dd, J=8.4 Hz, 2.1 Hz, 1H); 7.35 (d, J=8.7 Hz, 2H); 2.30 (s, 3H).
  • 11
  • [ 50528-86-4 ]
  • [ 95-85-2 ]
  • [ 501684-93-1 ]
YieldReaction ConditionsOperation in experiment
91% In toluene; for 1.5h; 20 g of <strong>[50528-86-4]2-chloro-5-trifluoromethyl-phenyl isocyanate</strong> (90 mmol) and 13 g of 5-chloro-2-hydroxy-aniline (90 mmol) in 600 mL of toluene under nitrogen atmosphere was stirred for 90 minutes. The precipitate was isolated by filtration, washed with cool toluene and dissolved in 150 mL of acetone. The solution was poured into 300 mL of water with 3 mL of 4 M hydrochloric acid and the product was isolated by filtration and dried under a heat lamp. Yield 30 g (91%). Mp. 172-173C.
  • 12
  • [ 50528-86-4 ]
  • [ 32578-29-3 ]
  • [ 172083-36-2 ]
YieldReaction ConditionsOperation in experiment
EXAMPLE 8 2'-Chloro-5'(Trifluoromethyl)-4-(Trifluoromethylsulfonyloxy)carbanilide The title compound was prepared by reacting <strong>[50528-86-4]2-chloro-5-(trifluoromethyl)phenyl isocyanate</strong> with 4-(trifluoromethylsulfonyloxy)aniline in the same general procedures as those in Example 1. The compound melted at 184-187 C. and had the following elemental analysis:
  • 13
  • cyclohexylsulfamic acid salt of 1-n-butyl-2- -iminopyrrolidine [ No CAS ]
  • [ 50528-86-4 ]
  • 1-(1-n-butyl-2-pyrrolidylidene)-3 -(2-chloro-5-trifluoromethyphenyl)urea [ No CAS ]
  • 1-(1-n-Butyl-2-pyrrolidylidene)-3-(2-chloro-5-trifluoromethylphenyl)urea hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
EXAMPLE XXV 1-(1-n-Butyl-2-pyrrolidylidene)-3-(2-chloro-5 -trifluoromethylphenyl)urea hydrochloride The cyclohexylsulfamic acid salt of 1-n-butyl-2-iminopyrrolidine (7.99 g.; 0.025 mole) is converted to free base (3.5 g.; 0.025 mole) in the usual manner. After drying over K2 CO3, the benzene solution is filtered through diatomaceous earth and 5.54 g. (0.025 mole) of 2-chloro- 5-trifluoromethylphenylisocyanate is added. The reaction mixture is stirred at room temperature for 3 hours and then evaporated to dryness in vacuo leaving an oily residue which crystallizes on cooling, 1-(1-n-butyl-2-pyrrolidylidene)-3 -(2-chloro-5-trifluoromethyphenyl)urea, m.p. = 40-45 C. Conversion to the hydrochloride salt yields a white solid, m.p. 178-80 C. Recrystallization from methanol yields the pure HCl salt, m.p. = 177-179 C.
  • 14
  • [ 50528-86-4 ]
  • [ 30885-12-2 ]
  • [ 1082940-55-3 ]
  • 15
  • [ 915158-00-8 ]
  • [ 50528-86-4 ]
  • [ 929274-54-4 ]
  • 16
  • [ 716320-11-5 ]
  • [ 50528-86-4 ]
  • [ 929274-53-3 ]
  • 18
  • [ 50528-86-4 ]
  • [ 89569-38-0 ]
  • [ 929274-52-2 ]
  • 19
  • [ 1228590-61-1 ]
  • [ 50528-86-4 ]
  • [ 1228590-67-7 ]
YieldReaction ConditionsOperation in experiment
74% In N,N-dimethyl-formamide; at 20℃; for 12.0h; N- [6- (3-Aminophenoxy) -7-cyano-l, 3-benzothiazol-2- yl]acetamide (150 mg, 0.462 mmol) produced in Example 12 (ii) was dissolved in N,N-dimethylformamide (2 mL) , l-chloro-2- isocyanato-4- (trifluoromethyl) benzene (90 muL, 0.60 mmol) was added, and the mixture was stirred at room temperature for 12 hr. The reaction mixture was diluted with ethyl acetate (10 mL) , washed successively with 5% aqueous sodium hydrogen carbonate solution (5 mL) and saturated brine (5 mL) , and dried over anhydrous sodium sulfate. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/n-hexane=40/60?100/0) , and the obtained solution was concentrated under reduced pressure. The residue was crystallized from ethanol to give the title compound (186 mg, 74%) as a white powder. 1H-NMR (DMSO-d6, 300 MHz) delta 2.25 (3H, s) , 6.74 - 6.87 (IH, m) , 7.16 (IH, d, J = 8.9 Hz), 7.20 - 7.29 (IH, m) , 7.34 - 7.46 (3H, m) , 7.72 (IH, d, J = 7.9 Hz), 8.04 (IH, d, J = 8.9 Hz), 8.57 (IH, d, J = 2.1 Hz), 8.62 (IH, s) , 9.74 (IH, s) , 12.70 (IH, s) .
  • 20
  • [ 1044656-17-8 ]
  • [ 50528-86-4 ]
  • [ 847024-29-7 ]
  • 21
  • [ 50528-86-4 ]
  • [ 118-46-7 ]
  • [ 497149-52-7 ]
  • 22
  • [ 50528-86-4 ]
  • [ 1322089-67-7 ]
  • [ 1322089-77-9 ]
YieldReaction ConditionsOperation in experiment
82% In tetrahydrofuran; at 20℃; General procedure: ethyl 4-(4-aminophenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (2) (0.34 mmol) and 2-fluorophenylisocynate (0.41 mmol) were taken THF The resultant reaction mixture was stirred at room temperature for a period of 10-12h, After completion of reaction. The reaction mixture was diluted with hexane and resultant solid was filtered to obtain the crude. This was purified by precipitation using dichloromethane and hexane to obtain a title compound as white solid. Yield 82%; 1HNMR (DMSO, 300MHz): delta 10.30 (s, 1H), 9.61 (s, 1H), 9.11 (s, 2H), 8.54 (d, 1H), 8.19 (d, 2H), 7.42 (d, 2H), 7.27 (d, 1H), 7.15 (m, 1H), 7.00 (m, 1H), 5.11 (d, 1H), 4.02 (q, 2H), 2.29 (s, 3H), 1.19 (t, 3H),; MS (APCI); m/z 429.1 [M+1]+: HPLC: 96.04%.
  • 23
  • [ 50528-86-4 ]
  • [ 1125632-85-0 ]
  • [ 1228465-58-4 ]
YieldReaction ConditionsOperation in experiment
78% In N,N-dimethyl-formamide; at 20℃; for 6.0h; Example 5Production of N-(5-[3-([2-chloro-5-(trifluoromethyl)phenyl]carbamoyl}amino)-4-fluorophenyl](methyl)amino}[1,3]thiazolo[5,4-b]pyridin-2-yl)cyclopropanecarboxamide N-{5-[(3-Amino-4-fluorophenyl)(methyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl}cyclopropanecarboxamide (120 mg, 0.34 mmol) produced in Example 1(x) was dissolved in N,N-dimethylformamide (1.5 mL), <strong>[50528-86-4]1-chloro-2-isocyanato-4-(trifluoromethyl)benzene</strong> (60 muL, 0.40 mmol) was added, and the mixture was stirred at room temperature for 6 hr. The reaction mixture was diluted with ethyl acetate (10 mL), and washed successively with saturated aqueous sodium hydrogen carbonate solution (10 mL) and saturated brine (10 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (ethyl acetate/hexane=50/50?100/0), and the obtained solution was concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give the title compound (152 mg, 78%) as a colorless powder.1H-NMR (DMSO-d6, 300 MHz) delta 0.77-1.05 (4H, m), 1.88-2.05 (1H, m), 3.41 (3H, s), 6.56 (1H, d, J=9.1 Hz), 6.84-7.09 (1H, m), 7.21-7.51 (2H, m), 7.61-7.87 (2H, m), 8.14 (1H, dd, J=7.2, 2.6 Hz), 8.55 (1H, d, J=2.1 Hz), 9.14 (1H, s), 9.65 (1H, s), 12.44 (1H, br s).
  • 24
  • [ 1119668-65-3 ]
  • [ 50528-86-4 ]
  • [ 1345891-24-8 ]
  • 25
  • [ 1119668-65-3 ]
  • [ 50528-86-4 ]
  • C23H26ClF3N2O4 [ No CAS ]
  • 26
  • [ 50528-86-4 ]
  • [ 1289097-61-5 ]
  • C25H30ClF3N2O5 [ No CAS ]
  • 27
  • [ 50528-86-4 ]
  • [ 1225278-32-9 ]
  • [ 1347008-42-7 ]
YieldReaction ConditionsOperation in experiment
57% With triethylamine; In N,N-dimethyl-formamide; at 20℃; for 24.0h;Inert atmosphere; General procedure: To a solution of compound 8 or 9 (1 equiv) in DMF (20 ml), triethylamine (2 equiv) and corresponding substituted aromatic isocyanate 10 (1.1 equiv) were added under nitrogen atmosphere, and the mixture was stirred overnight at room temperature. The reaction mixture was quenched by addition of water and diluted with EtOAc. The organic layer was washed with brine and dried over anhydrous Na2SO4. After filtration and concentration, the crude product was purified by column chromatography (EtOAc/hexane) to obtain the desired bis-aryl ureas compounds 11a-11r in 50-80% yield.
  • 28
  • [ 50528-86-4 ]
  • [ 1347008-93-8 ]
  • [ 1347008-66-5 ]
YieldReaction ConditionsOperation in experiment
68% With triethylamine; In N,N-dimethyl-formamide; at 20℃; for 24.0h;Inert atmosphere; General procedure: To a solution of compound 8 or 9 (1 equiv) in DMF (20 ml), triethylamine (2 equiv) and corresponding substituted aromatic isocyanate 10 (1.1 equiv) were added under nitrogen atmosphere, and the mixture was stirred overnight at room temperature. The reaction mixture was quenched by addition of water and diluted with EtOAc. The organic layer was washed with brine and dried over anhydrous Na2SO4. After filtration and concentration, the crude product was purified by column chromatography (EtOAc/hexane) to obtain the desired bis-aryl ureas compounds 11a-11r in 50-80% yield.
  • 29
  • [ 136-95-8 ]
  • [ 50528-86-4 ]
  • [ 1342798-40-6 ]
  • 30
  • [ 96-50-4 ]
  • [ 50528-86-4 ]
  • [ 501684-90-8 ]
  • 31
  • [ 50528-86-4 ]
  • [ 1367326-18-8 ]
  • [ 1367326-44-0 ]
  • 32
  • [ 50528-86-4 ]
  • [ 21829-15-2 ]
  • [ 1384460-67-6 ]
  • 33
  • [ 50528-86-4 ]
  • [ 1384272-24-5 ]
  • [ 1384272-32-5 ]
  • 34
  • [ 50528-86-4 ]
  • [ 1235184-54-9 ]
  • [ 1235437-84-9 ]
  • 35
  • [ 195314-59-1 ]
  • [ 50528-86-4 ]
  • [ 1445768-29-5 ]
  • 36
  • [ 50528-86-4 ]
  • [ 75178-96-0 ]
  • [ 1445768-33-1 ]
  • 37
  • [ 50528-86-4 ]
  • [ 1437304-82-9 ]
  • 38
  • [ 50528-86-4 ]
  • [ 1437304-87-4 ]
  • 39
  • [ 50528-86-4 ]
  • [ 1445768-34-2 ]
  • 40
  • [ 50528-86-4 ]
  • [ 1445768-40-0 ]
  • 41
  • [ 50528-86-4 ]
  • [ 1445768-05-7 ]
  • 42
  • [ 50528-86-4 ]
  • [ 1445768-06-8 ]
  • 43
  • [ 50528-86-4 ]
  • [ 1445768-08-0 ]
  • 44
  • [ 50528-86-4 ]
  • [ 1445768-10-4 ]
  • 45
  • [ 50528-86-4 ]
  • [ 71026-66-9 ]
  • [ 1445768-14-8 ]
  • 46
  • [ 68621-88-5 ]
  • [ 50528-86-4 ]
  • [ 1445768-19-3 ]
  • 47
  • [ 593-71-5 ]
  • [ 50528-86-4 ]
  • [ 328-26-7 ]
  • 48
  • [ 557-68-6 ]
  • [ 50528-86-4 ]
  • [ 2003-05-6 ]
  • 49
  • [ 50528-86-4 ]
  • C25H29N3O4 [ No CAS ]
  • C33H32ClF3N4O5 [ No CAS ]
  • 50
  • [ 50528-86-4 ]
  • [ 1598408-53-7 ]
  • [ 1598408-28-6 ]
YieldReaction ConditionsOperation in experiment
90.9% In dichloromethane; at 0 - 20℃; for 12.0h;Inert atmosphere; General procedure: The intermediate amine with designed linker (0.5mmol) was dissolved in anhydrous DCM (3mL). Temperature was maintained at 0C, then a DCM (1mL) solution of corresponding aryl isocyanate (0.55mmol) was added drop wise with constant stirring under argon atmosphere. The reaction mixture was stirred at room temperature for 12h and then filtered. The resulting solid was washed with ethyl acetate (EtOAc) and dried under vacuum for 4h to afford diaryl ureas 1-27.
  • 51
  • [ 50528-86-4 ]
  • [ 1598408-63-9 ]
  • [ 1598408-43-5 ]
YieldReaction ConditionsOperation in experiment
87.1% In dichloromethane; at 0 - 20℃; for 12.0h;Inert atmosphere; General procedure: The intermediate amine with designed linker (0.5mmol) was dissolved in anhydrous DCM (3mL). Temperature was maintained at 0C, then a DCM (1mL) solution of corresponding aryl isocyanate (0.55mmol) was added drop wise with constant stirring under argon atmosphere. The reaction mixture was stirred at room temperature for 12h and then filtered. The resulting solid was washed with ethyl acetate (EtOAc) and dried under vacuum for 4h to afford diaryl ureas 1-27.
  • 52
  • [ 50528-86-4 ]
  • [ 1598408-65-1 ]
  • [ 1598408-46-8 ]
YieldReaction ConditionsOperation in experiment
82.1% In dichloromethane; at 0 - 20℃; for 12.0h;Inert atmosphere; General procedure: The intermediate amine with designed linker (0.5mmol) was dissolved in anhydrous DCM (3mL). Temperature was maintained at 0C, then a DCM (1mL) solution of corresponding aryl isocyanate (0.55mmol) was added drop wise with constant stirring under argon atmosphere. The reaction mixture was stirred at room temperature for 12h and then filtered. The resulting solid was washed with ethyl acetate (EtOAc) and dried under vacuum for 4h to afford diaryl ureas 1-27.
  • 53
  • [ 50528-86-4 ]
  • [ 1598408-67-3 ]
  • [ 1598408-49-1 ]
YieldReaction ConditionsOperation in experiment
79.6% In dichloromethane; at 0 - 20℃; for 12.0h;Inert atmosphere; General procedure: The intermediate amine with designed linker (0.5mmol) was dissolved in anhydrous DCM (3mL). Temperature was maintained at 0C, then a DCM (1mL) solution of corresponding aryl isocyanate (0.55mmol) was added drop wise with constant stirring under argon atmosphere. The reaction mixture was stirred at room temperature for 12h and then filtered. The resulting solid was washed with ethyl acetate (EtOAc) and dried under vacuum for 4h to afford diaryl ureas 1-27.
  • 54
  • [ 50528-86-4 ]
  • [ 1598408-68-4 ]
  • [ 1598408-51-5 ]
YieldReaction ConditionsOperation in experiment
87.7% In dichloromethane; at 0 - 20℃; for 12.0h;Inert atmosphere; General procedure: The intermediate amine with designed linker (0.5mmol) was dissolved in anhydrous DCM (3mL). Temperature was maintained at 0C, then a DCM (1mL) solution of corresponding aryl isocyanate (0.55mmol) was added drop wise with constant stirring under argon atmosphere. The reaction mixture was stirred at room temperature for 12h and then filtered. The resulting solid was washed with ethyl acetate (EtOAc) and dried under vacuum for 4h to afford diaryl ureas 1-27.
  • 55
  • [ 50528-86-4 ]
  • 4-((2-aminoquinolin-5-yl)oxy)-N-methylpicolinamide [ No CAS ]
  • 4-((2-(3-(2-chloro-5-(trifluoromethyl)phenyl)ureido)quinolin-5-yl)oxy)-N-methylpicolinamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
90.2% In dichloromethane; at 0 - 20℃; for 24.0h;Inert atmosphere; General procedure: A solution of the suitable aryl isocyanate (0.187 mmol) in anhydrous DCM (2 mL) was added drop wise to a stirred solution ofcompound 7 (0.05 g, 0.170 mmol) in DCM (4 mL) under argon atmosphereat 0 C. The reaction mixture was stirred at rt for 24 h, then the resulting solid was collected by filtration, washed with DCM and dried to yield the target compounds 9a-k in pure form. 4.10.5 4-((2-(3-(2-Chloro-5-(trifluoromethyl)phenyl)ureido)quinolin-5-yl)oxy)-N-methylpicolinamide (9e) White solid; yield 90.2%; mp 283-285 C; 1H NMR (400 MHz, DMSO-d6) delta 12.51 (br. s, 1H), 10.57 (s, 1H), 8.84 (d, J = 2.0 Hz, 1H), 8.69 (q, J = 4.4 Hz, 1H), 8.56 (d, J = 5.6 Hz, 1H), 8.28 (d, J = 9.2 Hz, 1H), 7.89-7.82 (m, 3H), 7.49 (d, J = 1.6 Hz, 1H), 7.47 (d, J = 2.4 Hz, 1H), 7.38 (d, J = 8.8 Hz, 1H), 7.33 (dd, J = 7.2, 1.2 Hz, 1H), 7.23 (dd, J = 5.6, 2.4 Hz, 1H), 2.81 (d, J = 4.8 Hz, 3H); 13C NMR (100 MHz, DMSO-d6) delta 166.12, 164.16, 153.24, 153.06, 152.58, 151.09, 149.59, 146.66, 137.29, 133.40, 131.43, 130.92, 129.03, 128.72, 126.49, 124.35, 120.62, 118.45, 117.91, 116.28, 114.90, 114.65, 109.75, 26.42; HRMS (ESI-TOF) m/z calcd for C24H17ClF3N5O3Na [M+Na]+: 538.0870, found: 538.0867.
  • 56
  • [ 50528-86-4 ]
  • 8-chloro-[1,2,4]triazolo[4,3-a]pyridinehydrazide [ No CAS ]
  • 4-(2-chloro-5-(trifluoromethyl)phenyl)-1-(8-chloro-[1,2,4]triazolo[4,3-a]pyridine-3-carbonyl)semicarbazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% at 25℃; for 0.05h; 8-chloro- [1,2,4] triazolo [4,3-a] pyridine hydrazide (20mmol) and <strong>[50528-86-4]2-chloro-5-trifluoromethylphenyl isocyanate</strong> (24_01) were stirred. The reaction was carried out at 25 C for 3 min. After completion of the reaction, the reaction mixture was filtered to give a pale yellow crystal, Yield 60%
57.1% In acetonitrile; at 90℃; for 0.0166667h;Microwave irradiation; Green chemistry; General procedure: The title compound 4 was synthesized from compound 3 and isocyanate under microwave conditions.
  • 57
  • [ 50528-86-4 ]
  • 4-((2-aminobenzo[d]thiazol-6-yl)oxy)-N-methylpicolinamide [ No CAS ]
  • 4-((2-(3-(2-chloro-5-(trifluoromethyl)phenyl)ureido)benzo[d]thiazol-6-yl)oxy)-N-methylpicolinamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
50.7% at 20℃; for 24.0h;Inert atmosphere; General procedure: A solution of compound 3 (0.03 g, 0.1 mmol) and the suitable aryl isocyanate (0.187 mmol) in anhydrous DMF (0.5 mL) or acetonitrile (2 mL) was stirred at rt for 24 h under argon atmosphere. The resulting solid was collected by filtration, washed with DCM and dried to yield the target compounds 5a-j in pure form. 4.4.9 4-((2-(3-(2-Chloro-5-(trifluoromethyl)phenyl)ureido)benzo[d]thiazol-6-yl)oxy)-N-methylpicolinamide (5i) Greenish yellow solid; yield 50.7%; mp 125-128 C; IR (KBr) nu/cm-1: 3273, 3067, 2939, 1712, 1662, 1593; 1H NMR (400 MHz, DMSO-d6) delta 11.12 (br. s, 1H, BT-NHCONH), 9.08 (br. s, 1H, BT-NHCONH), 8.78 (q, J = 5.6 Hz, 1H, CONHMe), 8.52 (d, J = 5.6 Hz, 1H, Py-H6), 8.07-8.02 (m, 1H, Ph-H6), 7.90 (d, J = 2.4 Hz, 1H, Py-H3), 7.79 (d, J = 8.8 Hz, 1H, BT-H4), 7.43-7.35 (m, 2H, BT-H7, Ph-H3), 7.26 (dd, J = 8.8, 2.8 Hz, 1H, Py-H5), 7.19 (dd, J = 5.6, 2.8 Hz, 1H, BT-H5), 7.15-7.09 (m, 1H, Ph-H4), 2.79 (d, 4.8 Hz, 3H, CH3); 13C NMR (100 MHz, DMSO-d6) 166.46, 164.25, 152.95, 151.88, 150.92, 149.45, 136.34, 131.06, 129.28, 128.96, 128.64, 126.82, 125.53, 122.82, 122.02, 121.11, 120.20, 117.73, 114.76, 114.58, 109.39; HRMS (ESI-TOF) m/z calcd for C22H15ClF3N5O3SNa [M+Na]+: 544.0434, found: 544.0436.
  • 58
  • [ 50528-86-4 ]
  • [ 502649-25-4 ]
  • 4-tert-butoxycarbonyl-1-[(2-chloro-5-trifluoromethylphenyl)-aminocarbonyl]-2-phenylpiperazine [ No CAS ]
  • 59
  • [ 50528-86-4 ]
  • 1-(benzofuran-2-carbonyl)-3-phenylpiperazine [ No CAS ]
  • 4-(benzofuran-2-carbonyl)-1-[(2-chloro-5-trifluoromethylphenyl)aminocarbonyl]-2-phenylpiperazine [ No CAS ]
  • 60
  • [ 50528-86-4 ]
  • [ 120737-59-9 ]
  • 4-tert-butoxycarbonyl-1-[(2-chloro-5-trifluoromethylphenyl)-aminocarbonyl]-2-methylpiperazine [ No CAS ]
  • 61
  • [ 5350-57-2 ]
  • [ 50528-86-4 ]
  • N-[2′′-chloro-5′′-(trifluoromethyl)phenyl]-2-(diphenylmethylene)hydrazinecarboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% In acetonitrile; for 24.0h;Reflux; General procedure: Benzophenone semicarbazones and thiosemicarbazones 3-27 were synthesized by refluxing benzophenone hydrazones(2a or 2b; 2 mmol) and substituted aryl isocyanates orisothiocyanates (2 mmol) in acetonitrile (15 mL) for 24 h.When TLC analysis suggested the completion of reaction,the mixtures were left at room temperature to be cooleddown which resulted in precipitation. The precipitates werefiltered and dried under vacuum at 40 C to afford goodyields of the title compounds.
  • 62
  • [ 50528-86-4 ]
  • (E)-[(4'-hydroxyphenyl)(phenyl)methylene]hydrazine [ No CAS ]
  • (E)-N-[2′′-chloro-5′′-(trifluoromethyl)phenyl]-2-[(4′-hydroxyphenyl)(phenyl)methylene]hydrazinecarboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% In acetonitrile; for 24.0h;Reflux; General procedure: Benzophenone semicarbazones and thiosemicarbazones 3-27 were synthesized by refluxing benzophenone hydrazones(2a or 2b; 2 mmol) and substituted aryl isocyanates orisothiocyanates (2 mmol) in acetonitrile (15 mL) for 24 h.When TLC analysis suggested the completion of reaction,the mixtures were left at room temperature to be cooleddown which resulted in precipitation. The precipitates werefiltered and dried under vacuum at 40 C to afford goodyields of the title compounds.
  • 63
  • [ 875765-02-9 ]
  • [ 50528-86-4 ]
  • 1-(2-chloro-5-(trifluoromethyl)phenyl)-3-(4-((1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)oxy)phenyl)urea [ No CAS ]
YieldReaction ConditionsOperation in experiment
74.5% In dichloromethane; at 0 - 20℃; General procedure: To the solution of compound 4 in CH2Cl2 at 0 C 4-chloro-3-(trifluoromethyl)phenyl isocyanate (1.0 eq.) was added. The mixture was stirred overnight at room temperature.To the resulting suspension, petroleum ether (60 mL) was added. The solid material was collected byfiltration to provide the title compound as a white solid.
  • 64
  • [ 533-41-5 ]
  • [ 50528-86-4 ]
  • N-(6-(3-(2-chloro-5-(trifluoromethyl)phenyl)ureido)benzo[d]thiazol-2-yl)acetamide [ No CAS ]
  • 65
  • [ 94-45-1 ]
  • [ 50528-86-4 ]
  • 1-(2-chloro-5-(trifluoromethyl)phenyl)-3-(6-ethoxybenzo[d]thiazol-2-yl)urea [ No CAS ]
  • 66
  • [ 1747-60-0 ]
  • [ 50528-86-4 ]
  • 1-(2-chloro-5-(trifluoromethyl)phenyl)-3-(6-methoxybenzo[d]-thiazol-2-yl)urea [ No CAS ]
  • 67
  • [ 348-40-3 ]
  • [ 50528-86-4 ]
  • 1-(2-chloro-5-(trifluoromethyl)phenyl)-3-(6-fluorobenzo[d]thiazol-2-yl)urea [ No CAS ]
  • 68
  • [ 95-24-9 ]
  • [ 50528-86-4 ]
  • 1-(2-chloro-5-(trifluoromethyl)phenyl)-3-(6-chlorobenzo[d]thiazol-2-yl)urea [ No CAS ]
  • 69
  • [ 777-12-8 ]
  • [ 50528-86-4 ]
  • 1-(2-chloro-5-(trifluoromethyl)phenyl)-3-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)urea [ No CAS ]
  • 70
  • [ 284462-37-9 ]
  • [ 50528-86-4 ]
  • [ 1290546-48-3 ]
YieldReaction ConditionsOperation in experiment
78% In dichloromethane; for 14.0h; In a 4 mL vial from <strong>[50528-86-4]1-chloro-2-isocyanato-4-(trifluoromethyl)benzene</strong> (27.0 jiL,0.180 mmol) and HB/S1 (36.5 mg, 0.150 mmol) in CH2C12 (0.6 mL). Stirred for 14 hours andisolated by vacuum filtration. Obtained 54.5 mg (78%) of the title compound as a white powder:?HNMR (400 IVIFIz, DMSO-d6) oe 9.71 (s, 1H), 8.77 (br q, J=4.6 Hz, 1H), 8.65 (d, J=2.2 Hz, 2H), 8.51 (d, J=5.6 Hz, 1H), 7.73 (d, J=7.8 Hz, 1H), 7.61 (d, J=9.0 Hz, 2H), 7.36-7.41 (m, 2H),7.19 (d, J9.0 Hz, 2H), 7.15 (dd, J=5.6, 2.7 Hz, 1H), 2.79 (d, J=4.9 Hz, 3H); ?9F NIVIR (376IVIHz, DMSO-d6) oe -60.9 (s, 3F); LC-MS (ESI+)m/z: [M+H] Calcd for C2,H,7C1F3N4O3 465.1; Found 465.2 (FIGs. 13-14).
  • 71
  • 2-(2-chlorophenyl)benzo[d]oxazol-5-amine [ No CAS ]
  • [ 50528-86-4 ]
  • 1-(2-chloro-5-(trifluoromethyl)phenyl)-3-(2-(2-chlorophenyl)benzo-[d]oxazol-5-yl)urea [ No CAS ]
  • 72
  • [ 41373-37-9 ]
  • [ 50528-86-4 ]
  • 1-(2-chloro-5-(trifluoromethyl)phenyl)-3-(2-phenylbenzo[d]oxazol-5-yl)urea [ No CAS ]
  • 73
  • [ 50528-86-4 ]
  • [ 57260-71-6 ]
  • 4-tert-butoxycarbonyl-1-[(2-chloro-5-trifluoromethylphenyl)aminocarbonyl]piperazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% In dichloromethane; at 20℃; General procedure: To a solutionof the monoacyl derivative (16-19, 51-55, 78 and 86) (0.75 mmol)in dry dichloromethane (10 mL) was added the correspondingisothiocyanate/isocyanate (0.9 mmol). The reaction mixture wasstirred at room temperature until TLC showed that all the startingmaterial had reacted. The reaction mixture was evaporated todryness. The compounds were purified by flash chromatography onsilica gel using the appropriate eluent. For compounds 75 and 921.8 mmol of the appropriate isocyanate were employed..
  • 74
  • [ 110-85-0 ]
  • [ 50528-86-4 ]
  • 1,4-bis[(2-chloro-5-trifluoromethylphenyl)aminocarbonyl]piperazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
98% With pyridine; In dichloromethane; at 20℃; General procedure: To a solution of 2-phenylpiperazine or piperazine (1.0 mmol) in CH2Cl2 (30 mL),benzofurane-2-carbonyl chloride (2.4 mmol) and pyridine(3.0 mmol) were added. The reaction mixture was stirring at roomtemperature until TLC showed that all the starting material hadreacted. The reaction mixture was evaporated to dryness to obtainthe corresponding diacyl derivative. Column chromatography gavethe pure compound in high yield.
  • 75
  • [ 50528-86-4 ]
  • 2-phenyl-1-(3-phenylpiperazin-1-yl)ethanone [ No CAS ]
  • 1-[(2-chloro-5-trifluoromethylphenyl)aminocarbonyl]-2-phenyl-4-(2-phenylacetyl)piperazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% In dichloromethane; at 20℃; General procedure: To a solutionof the monoacyl derivative (16-19, 51-55, 78 and 86) (0.75 mmol)in dry dichloromethane (10 mL) was added the correspondingisothiocyanate/isocyanate (0.9 mmol). The reaction mixture wasstirred at room temperature until TLC showed that all the startingmaterial had reacted. The reaction mixture was evaporated todryness. The compounds were purified by flash chromatography onsilica gel using the appropriate eluent. For compounds 75 and 921.8 mmol of the appropriate isocyanate were employed..
  • 76
  • [ 50528-86-4 ]
  • benzofuran-2-yl(3,5-dimethylpiperazin-1-yl)methanone [ No CAS ]
  • 4-(benzofuran-2-carbonyl)-1-[(2-chloro-5-trifluoromethylphenyl)aminocarbonyl]-2,6-dimethylpiperazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% In dichloromethane; at 20℃; General procedure: To a solutionof the monoacyl derivative (16-19, 51-55, 78 and 86) (0.75 mmol)in dry dichloromethane (10 mL) was added the correspondingisothiocyanate/isocyanate (0.9 mmol). The reaction mixture wasstirred at room temperature until TLC showed that all the startingmaterial had reacted. The reaction mixture was evaporated todryness. The compounds were purified by flash chromatography onsilica gel using the appropriate eluent. For compounds 75 and 921.8 mmol of the appropriate isocyanate were employed..
  • 77
  • [ 5271-26-1 ]
  • [ 50528-86-4 ]
  • 1,4-bis[(2-chloro-5-trifluoromethylphenyl)aminocarbonyl]-2-phenylpiperazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With pyridine; In dichloromethane; at 20℃; General procedure: To a solution of 2-phenylpiperazine or piperazine (1.0 mmol) in CH2Cl2 (30 mL),benzofurane-2-carbonyl chloride (2.4 mmol) and pyridine(3.0 mmol) were added. The reaction mixture was stirring at roomtemperature until TLC showed that all the starting material hadreacted. The reaction mixture was evaporated to dryness to obtainthe corresponding diacyl derivative. Column chromatography gavethe pure compound in high yield.
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 50528-86-4 ]

Fluorinated Building Blocks

Chemical Structure| 327-78-6

[ 327-78-6 ]

4-Chloro-3-(trifluoromethyl)phenylisocyanate

Similarity: 0.84

Chemical Structure| 1179444-82-6

[ 1179444-82-6 ]

2-Chloro-5-(trifluoromethyl)aniline hydrochloride

Similarity: 0.81

Chemical Structure| 16588-69-5

[ 16588-69-5 ]

4-Chloro-2-(trifluoromethyl)phenylisocyanate

Similarity: 0.81

Chemical Structure| 34207-44-8

[ 34207-44-8 ]

2-Chloro-5-(trifluoromethyl)benzene-1,3-diamine

Similarity: 0.79

Chemical Structure| 39885-50-2

[ 39885-50-2 ]

2-Chloro-4-(trifluoromethyl)aniline

Similarity: 0.77

Aryls

Chemical Structure| 327-78-6

[ 327-78-6 ]

4-Chloro-3-(trifluoromethyl)phenylisocyanate

Similarity: 0.84

Chemical Structure| 40398-03-6

[ 40398-03-6 ]

2-Chloro-5-methylphenyl isocyanate

Similarity: 0.83

Chemical Structure| 1179444-82-6

[ 1179444-82-6 ]

2-Chloro-5-(trifluoromethyl)aniline hydrochloride

Similarity: 0.81

Chemical Structure| 16588-69-5

[ 16588-69-5 ]

4-Chloro-2-(trifluoromethyl)phenylisocyanate

Similarity: 0.81

Chemical Structure| 40398-00-3

[ 40398-00-3 ]

2-Chloro-1-isocyanato-4-methylbenzene

Similarity: 0.79

Chlorides

Chemical Structure| 327-78-6

[ 327-78-6 ]

4-Chloro-3-(trifluoromethyl)phenylisocyanate

Similarity: 0.84

Chemical Structure| 40398-03-6

[ 40398-03-6 ]

2-Chloro-5-methylphenyl isocyanate

Similarity: 0.83

Chemical Structure| 1179444-82-6

[ 1179444-82-6 ]

2-Chloro-5-(trifluoromethyl)aniline hydrochloride

Similarity: 0.81

Chemical Structure| 16588-69-5

[ 16588-69-5 ]

4-Chloro-2-(trifluoromethyl)phenylisocyanate

Similarity: 0.81

Chemical Structure| 40398-00-3

[ 40398-00-3 ]

2-Chloro-1-isocyanato-4-methylbenzene

Similarity: 0.79

Isocyanates and Isothiocyanates

Chemical Structure| 327-78-6

[ 327-78-6 ]

4-Chloro-3-(trifluoromethyl)phenylisocyanate

Similarity: 0.84

Chemical Structure| 40398-03-6

[ 40398-03-6 ]

2-Chloro-5-methylphenyl isocyanate

Similarity: 0.83

Chemical Structure| 16588-69-5

[ 16588-69-5 ]

4-Chloro-2-(trifluoromethyl)phenylisocyanate

Similarity: 0.81

Chemical Structure| 40398-00-3

[ 40398-00-3 ]

2-Chloro-1-isocyanato-4-methylbenzene

Similarity: 0.79

Chemical Structure| 1548-13-6

[ 1548-13-6 ]

4-(Trifluoromethyl)phenylisocyanate

Similarity: 0.74

Trifluoromethyls

Chemical Structure| 327-78-6

[ 327-78-6 ]

4-Chloro-3-(trifluoromethyl)phenylisocyanate

Similarity: 0.84

Chemical Structure| 1179444-82-6

[ 1179444-82-6 ]

2-Chloro-5-(trifluoromethyl)aniline hydrochloride

Similarity: 0.81

Chemical Structure| 16588-69-5

[ 16588-69-5 ]

4-Chloro-2-(trifluoromethyl)phenylisocyanate

Similarity: 0.81

Chemical Structure| 34207-44-8

[ 34207-44-8 ]

2-Chloro-5-(trifluoromethyl)benzene-1,3-diamine

Similarity: 0.79

Chemical Structure| 39885-50-2

[ 39885-50-2 ]

2-Chloro-4-(trifluoromethyl)aniline

Similarity: 0.77