[ CAS No. 24032-84-6 ] {[proInfo.proName]}

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Quality Control of [ 24032-84-6 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 24032-84-6 ]

Product Details of [ 24032-84-6 ]

CAS No. :	24032-84-6	MDL No. :	MFCD00036025
Formula :	C₈H₄F₃NOS	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	219.18	Pubchem ID :	-
Synonyms :

Safety of [ 24032-84-6 ]

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P501-P261-P270-P210-P271-P264-P280-P302+P352-P370+P378-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P310+P330-P304+P340+P311-P403+P233-P403+P235-P405	UN#:	2206
Hazard Statements:	H301+H331-H315-H319-H335-H227	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 24032-84-6 ]

* 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 [ 24032-84-6 ]

[ 24032-84-6 ] Synthesis Path-Downstream 1~9

1
[ 401-94-5 ]
[ 24032-84-6 ]
[ 55225-18-8 ]

Reference： [1]Patent: DE2334355,1975,
Chem.Abstr.,1975,vol. 82

2
[ 372-16-7 ]
[ 24032-84-6 ]
[ 55266-54-1 ]

Reference： [1]Patent: DE2334355,1975,
Chem.Abstr.,1975,vol. 82

3
[ 35737-10-1 ]
[ 24032-84-6 ]
[ 615-13-4 ]
[ 164470-64-8 ]
3-{4-[1-indan-2-yl-3-(4-trifluoromethylsulfanyl-phenyl)-ureidomethyl]-benzoylamino}-propionic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2007,vol. 50,p. 113 - 128

4
[ 13257-67-5 ]
[ 24032-84-6 ]
methyl 2-methyl-2-[3-(4-trifluoromethylsulfanylphenyl)ureido]propionate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethylmorpholine; In dichloromethane at 0 - 25℃; for 6h;	1.1 Procedures for Scheme 1; Step 1: (Syntheses described for X=S, analogous scheme for X=O). 1-Isocyanato-4-trifluoromethylsulfanylbenzene (14.27 g, 65 mmol) is dissolved in 30 ml of dry CH2Cl2 and is cooled to 0° C. 7.5 g (65 mmol) of N-ethylmorpholine are added, followed by addition of 10 g (65 mmol) of methyl 2-amino-2-methylpropionate. The reaction mixture is left to reach 25° C. over a period of 6 hours, washed with water and, after removing the solvent, 21.8 g of methyl 2-methyl-2-[3-(4-trifluoromethylsulfanylphenyl)ureido]propionate 3 are isolated.

Reference： [1]Current Patent Assignee: SANOFI - US2004/248884, 2004, A1 Location in patent: Page 53

5
[ 372-16-7 ]
[ 503-38-8 ]
[ 24032-84-6 ]

Yield	Reaction Conditions	Operation in experiment
	In toluene; at -20 - 20℃; for 4h;Heating / reflux;	Stage a): 5,5-dimethyl-3-{4-[(trifluoromethyl)thio]phenyl}-imidazolidine-2,4-dione To a solution of 8.5 mL of trichloromethyl chloroformate (diphosgene) in 250 mL of toluene are added 1.8 g of 3S charcoal. To this suspension cooled to -20 C. are added 10 g of 4-trifluoromethylthioaniline dissolved in 160 mL of toluene. The reaction mixture is gradually warmed to room temperature and then refluxed for 4 hours. After cooling to room temperature, a suspension of 9.4 g of dimethylglycine ethyl ester hydrochloride in 90 mL of toluene is added, followed by 38 mL of triethylamine and the reaction mixture is refluxed for 15 hours. After filtering through Celite, the filtrate is concentrated under reduced pressure and the residue is taken up in 200 mL of dichloromethane, washed with three times 100 mL of water, dried over magnesium sulphate, filtered and concentrated under reduced pressure. The residue is then triturated in diethyl ether and the solid formed is filtered off and dried to give 12 g of 5,5-dimethyl-3-{4-[(trifluoromethyl)thio]phenyl}imidazolidine-2,4-dione, the characteristics of which are as follows:1H NMR spectrum at 400 MHz: 1.40 (s, 6H); 7.60 (d, J=8.5 Hz, 2H); 7.82 (d, J=8.5 Hz, 2H); 8.65 (broad s, 1H).Mass Spectrum (EI): m/z=304 [M]+;m/z=219 [M]+-CONHCH(CH3)2; m/z=150 [219]+-CF3

Reference： [1]Patent: US2009/82379,2009,A1 .Location in patent: Page/Page column 29

6
[ 17288-15-2 ]
[ 24032-84-6 ]
[ 89020-94-0 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In toluene; for 15h;Heating / reflux;	Stage a): 5,5-dimethyl-3-{4-[(trifluoromethyl)thio]phenyl}-imidazolidine-2,4-dione To a solution of 8.5 mL of trichloromethyl chloroformate (diphosgene) in 250 mL of toluene are added 1.8 g of 3S charcoal. To this suspension cooled to -20 C. are added 10 g of 4-trifluoromethylthioaniline dissolved in 160 mL of toluene. The reaction mixture is gradually warmed to room temperature and then refluxed for 4 hours. After cooling to room temperature, a suspension of 9.4 g of dimethylglycine ethyl ester hydrochloride in 90 mL of toluene is added, followed by 38 mL of triethylamine and the reaction mixture is refluxed for 15 hours. After filtering through Celite, the filtrate is concentrated under reduced pressure and the residue is taken up in 200 mL of dichloromethane, washed with three times 100 mL of water, dried over magnesium sulphate, filtered and concentrated under reduced pressure. The residue is then triturated in diethyl ether and the solid formed is filtered off and dried to give 12 g of 5,5-dimethyl-3-{4-[(trifluoromethyl)thio]phenyl}imidazolidine-2,4-dione, the characteristics of which are as follows: 1H NMR spectrum at 400 MHz: 1.40 (s, 6H); 7.60 (d, J=8.5 Hz, 2H); 7.82 (d, J=8.5 Hz, 2H); 8.65 (broad s, 1H). Mass Spectrum (EI): m/z=304 [M]+; m/z=219 [M]+-CONHCH(CH3)2; m/z=150 [219]+-CF3

Reference： [1]Patent: US2009/82379,2009,A1 .Location in patent: Page/Page column 29

7
[ 42514-50-1 ]
[ 24032-84-6 ]
1-(4-hydroxy-2-methylbutan-2-yl)-3-{4-[(trifluoromethyl)sulfanyl]phenyl}urea [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	In tetrahydrofuran; at 20℃; for 16h;	General procedure: To a solution of 3-amino-3-methyl-butan-l-ol (941 mg, 9.12 mmol) in 10 mL THF was added 4-(trifluoromethylthio)phenylisocyanate (2.0 g, 9.12 mmol). The reaction was stirred at ambient temperature for 16h. The solution was concentrated and subjected to a hot filtration with CH2CI2 to give solid l-(4-hydroxy-2-methylbutan-2-yl)-3- {4- [(trifluoromethyl)sulfanyl]phenyl}urea (95%). LCMS [M+H]+ = 323.1.

Reference： [1]Patent: WO2013/176970,2013,A1 .Location in patent: Page/Page column 58

8
[ 32315-10-9 ]
[ 372-16-7 ]
[ 24032-84-6 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In toluene; at 70℃; for 2.25h;	To a toluene (10.4 mL) solution of 4-[(trifluoromethyl)sulfanyl]aniline (CAS Registry Number: 372-16-7) (400 mg, 2.07 mmol) and triethylamine (693 muL, 4.97 mmol), triphosgene (319 mg, 1.08 mmol) was added, followed by stirring at room temperature for 15 minutes, and then at 70C for 2 hours. The resultant was cooled to room temperature, and insoluble matter was filtered with toluene. The thus obtained filtrate was concentrated under reduced pressure to obtain 1-isocyanato-4-[(trifluoromethyl)sulfanyl]benzene as a crude product in the form of a light brown oil.

Reference： [1]Patent: EP3524240,2019,A1 .Location in patent: Paragraph 0187

9
[ 2566-29-2 ]
[ 24032-84-6 ]
2-ethyl-2-[({4-[(trifluoromethyl)sulfanyl]phenyl}carbamoyl)amino]butanoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
168 mg	With sodium hydroxide; In dichloromethane; at 20℃; for 2.5h;	A dichloromethane (3 mL) solution of the thus obtained crude product was added to a 1N sodium hydroxide (0.92 mL, 0.92 mmol) solution of 2-amino-2-ethylbutanoic acid (CAS Registry Number: 2566-29-2) (100 mg, 0.76 mmol), followed by stirring at room temperature for 2.5 hours. Ethyl acetate, water and a 1N sodium hydroxide solution (0.92 mL) were added to the resultant, and an organic layer and an aqueous layer were separated. A solid obtained by acidifying the aqueous layer with 2N hydrochloric acid was filtered, washed successively with water and n-hexane, and dried under reduced pressure to obtain 168 mg (63%) of the title compound in the form of a white solid. 1H-NMR (400MHz, DMSO-D6) delta: 13.08 (1H, br s), 9.31 (1H, s), 7.53-7.46 (4H, m), 6.48 (1H, s), 2.25-2.16 (2H, m), 1.73-1.64 (2H, m), 0.70 (6H, t, J = 7.4 Hz). MS m/z: 351 (M+H)+.

Reference： [1]Patent: EP3524240,2019,A1 .Location in patent: Paragraph 0186; 0188

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P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
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P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
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P308 + P313	IF exposed or concerned: Get medical advice/attention.
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P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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[ CAS No. 24032-84-6 ] {[proInfo.proName]}

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[ 24032-84-6 ] Synthesis Path-Downstream 1~9

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