186517-27-1|2,3-Dichloro-6-(trifluoromethyl)benzaldehyde| Ambeed

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Quality Control of [ 186517-27-1 ] Purity: 98% SDS Specification

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Product Details of [ 186517-27-1 ]

CAS No. :	186517-27-1
Formula :	C₈H₃Cl₂F₃O
M.W :	243.01
SMILES Code :	O=CC1=C(C(F)(F)F)C=CC(Cl)=C1Cl
MDL No. :	MFCD06660273
Boiling Point :	No data available
InChI Key :	QCYGNWQELPOXBL-UHFFFAOYSA-N
Pubchem ID :	17750715

Safety of [ 186517-27-1 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 186517-27-1 ]

* 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 [ 186517-27-1 ]

[ 186517-27-1 ] Synthesis Path-Downstream 1~8

1
[ 186517-27-1 ]
2,3-dichloro-6-trifluoromethylbenzaldehyde oxime [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	With hydroxylamine hydrochloride; In ethanol;	EXAMPLE 4 (Synthesis of 2,3-dichloro-6-trifluoromethylbenzaldehyde oxime) STR14 4.86 g (0.02 mol) of 2,3-dichloro-6-trifluoromethylbenzaldehyde was dissolved in 30 ml of ethanol. To the solution 2.78 g (0.04 mol) of hydroxylamine hydrochloride was added to heat under reflux for an hour. The reaction solution was cooled down and poured into ice water. The resulting solution was extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled under reduced pressure to give 5.0 g of the title compound. Yield 97%, mp. 102~104 C.

References: [1]Patent: US5977414,1999,A .

2
[ 107-31-3 ]
[ 328-84-7 ]
[ 186517-27-1 ]

Yield	Reaction Conditions	Operation in experiment
77%	With n-butyllithium; In tetrahydrofuran; hexane;	EXAMPLE 1 Synthesis of 2,3-dichloro-6-trifluoromethylbenzaldehyde STR10 54 g (0.25 mol) of 3,4-dichlorobenzotrifluoride was dissolved in 500 ml of anhydrous THF, and cooled down to -70 C. with dry ice/acetone. To the solution, 190 ml (0.3 mol) of hexane solution of n-butyl lithium was added dropwise over 45 minutes, while keeping the temperature at -70 C. The reaction solution was matured for an hour at -70 C., then 30 g (0.5 mol) of methyl formate was dropped into the solution over 30 minutes, while keeping the temperature at -70 C. After the reaction solution was matured for an hour at -70 C., the temperature of the solution was elevated to room temperature. The reaction solution was poured into ice water and extracted with ether. The organic layer obtained was washed with water and then dried over anhydrous magnesium sulfate. The solvent was distilled out under reduced pressure. The resulting residue was distilled to give 47.3 g of oily product. Yield 77% (purity 95%), 84~94 C./3mmHg.

References: [1]Patent: US5977414,1999,A .

3
[ 186517-27-1 ]
[ 4892-02-8 ]
methyl 2-[6-chloro-2-formyl-3-(trifluoromethyl)phenyl]sulfanylbenzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	With potassium carbonate; In N,N-dimethyl-formamide; at 25.0℃; for 0.5h;	To a stirred solution of methyl 2-mercapto-benzoic acid methyl ester (2g, 11.89 mmol) and<strong>[186517-27-1]2,3-dichloro-6-(trifluoromethyl)benzaldehyde</strong> (2.89g, 1 1.889mmo1) in DMF (2OmL) was added K2C03 (1.64g, 11.89 mmol) and reaction mass was stirred at 25C for 30 mm. Reaction mixture was diluted with ethyl acetate and washed with water. The separated organic layer was washed with brine solution, dried over anhydrous sodium sulfate and evaporated under reduced pressure.The crude thus obtained was purified by normal silica column using 0-5% ethyl acetate in hexane to get methyl 2- [6-chloro-2-formyl-3- (trifluoromethyl)phenyl] sulfanylbenzoate (2. 3g, 51%) as a white solid. MS found: 375 (M+H).
51%	With potassium carbonate; In N,N-dimethyl-formamide; at 25.0℃; for 0.5h;	To a stirred solution of methyl 2-mercapto-benzoic acid methyl ester (2g, 11.89 mmol) and <strong>[186517-27-1]2,3-dichloro-6-(trifluoromethyl)benzaldehyde</strong> (2.89g, 11.889mmol) in DMF (20mF) was added K2CO3 (1.64g, 11.89 mmol) and reaction mass was stirred at 25C for 30 min. Reaction mixture was diluted with ethyl acetate and washed with water. The separated organic layer was washed with brine solution, dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude thus obtained was purified by normal silica column using 0-5% ethyl acetate in hexane to get methyl 2-[6-chloro-2-formyl-3-(trifluoromethyl)phenyl]sulfanylbenzoate (2.3g, 51%) as a white solid. MS found: 375 (M+H).

References: [1]Patent: WO2017/72062,2017,A1 .Location in patent: Page/Page column 92.
[2]Patent: WO2018/189065,2018,A1 .Location in patent: Page/Page column 41.

4
[ 186517-27-1 ]
9H-fluoren-9-ylmethyl N-[[3-chloro-2-(2-formylphenyl)sulfanyl-6-(trifluoromethyl)phenyl]methyl]carbamate [ No CAS ]