[ CAS No. 368-78-5 ] {[proInfo.proName]}

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2D 3D

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Quality Control of [ 368-78-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 368-78-5 ]

SDS Specification

Alternatived Products of [ 368-78-5 ]

Product Details of [ 368-78-5 ]

CAS No. :	368-78-5	MDL No. :	MFCD00025093
Formula :	C₇H₇F₃N₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	176.14	Pubchem ID :	-
Synonyms :

Safety of [ 368-78-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H312-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 368-78-5 ]

* 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 [ 368-78-5 ]

[ 368-78-5 ] Synthesis Path-Downstream 1~12

1
[ 2142-66-7 ]
[ 368-78-5 ]
N-(1-biphenyl-2-yl-ethylidene)-N'-(3-trifluoromethyl-phenyl)-hydrazine [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 2601 - 2611

2
[ 5960-69-0 ]
[ 368-78-5 ]
N-(1-phenanthren-2-yl-ethylidene)-N'-(3-trifluoromethyl-phenyl)-hydrazine [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 2601 - 2611

3
[ 2689-69-2 ]
[ 368-78-5 ]
3-[(3-trifluoromethyl-phenyl)-hydrazono]-tetrahydro-thiophene-2-carboxylic acid methyl ester [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 2591 - 2594

4
[ 898-22-6 ]
[ 368-78-5 ]
5-amino-6-oxo-1-(3-trifluoromethyl-phenyl)-1,6-dihydro-[1,2,4]triazine-3-carboxylic acid ethyl ester [ No CAS ]

Reference： [1]Tetrahedron Letters,2004,vol. 45,p. 2791 - 2795

5
[ 368-78-5 ]
[ 126067-60-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: AcOH / Heating 2: aq. NaOH / ethanol

Reference： [1]Kordik, Cheryl P.; Luo, Chi; Zanoni, Brian C.; Lovenberg, Timothy W.; Wilson, Sandy J.; Vaidya, Anil H.; Crooke, Jeffrey J.; Rosenthal, Daniel I.; Reitz, Allen B. [Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 17, p. 2287 - 2290]

6
[ 412912-51-7 ]
[ 368-78-5 ]
[ 412912-52-8 ]

Yield	Reaction Conditions	Operation in experiment
	With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 20℃; for 4h;	43.B Step B Ethyl 4-({5-oxo-1-[3-(trifluoromethyl)phenyl]-4,5-dihydro-1H-1,2,4-triazol-3-yl}amino)benzoate To a solution of the product obtained in Step A (49.45 g) in dimethylformamide (300 ml) there are added, in succession, 3-(trifluoromethyl)phenylhydrazine (24 ml), EDCI (63.8 g) and diisopropylethylamine (32 ml). The reaction mixture is stirred for 4 hours at ambient temperature. The reaction mixture is poured into 10% aqueous HCl (2 L) and the product is extracted with ethyl acetate (4 times). The organic phase is washed with a 10% solution of HCl (twice) and with water saturated with NaCl. The organic phase is dried over MgSO4, filtered and evaporated to dryness. The product obtained is dissolved in a 10% solution of trifluoroacetic acid in dioxane and heated at 50° C. overnight. The organic phase is concentrated and the solid obtained is filtered off, washed with ethyl ether (3 times) and then dried in vacuo to yield the title compound.

Reference： [1]Current Patent Assignee: SERVIER MONDE - US2004/29875, 2004, A1 Location in patent: Page/Page column 9

7
[ 368-78-5 ]
[ 4640-66-8 ]
[ 601487-17-6 ]

Yield	Reaction Conditions	Operation in experiment
97%	With acetic acid In ethanol at 120℃; for 2h;	P7.1 Example P7; Preparation of 3-(4-chlorophenvl)-1-(3-trifluoromethylphenyl)-5-vinyl-1 H- pyrazol (20); Step 1; Preparation of 5- (4-chlorophenyl)-2- (3-trifluoromethylphenyl)-2H-pyrazol-3-yl- amine (18); A solution of 7.93 g of 3-trifluoromethylphenylhydrazine and 7.69 g of 4-chlorobenzoyl- acetonitrile in 40 mi of glacial acetic acid and 40 ml of ethanol is heated at 120°C for two hours until the reaction is complete (TLC monitoring). The reaction mixture is completely concentrated and the residue is caused to crystallise by azeotropic treatment with toluene (4x 20 ml) and diethyl ether (3x 20ml). 14.0 g (97% of theory) of the aminopyrazole (18) are obtained in the form of a solid having a melting point of 128-130°C, which is used in the next reaction without further purification.

Reference： [1]Current Patent Assignee: Syngenta (in: Sinochem Holdings); SINOCHEM HOLDINGS CORPORATION LTD - WO2003/76409, 2003, A1 Location in patent: Page/Page column 28

8
[ 455-19-6 ]
[ 1948-40-9 ]
[ 2973-77-5 ]
[ 10203-08-4 ]
[ 447-61-0 ]
[ 619-21-6 ]
[ 454-89-7 ]
[ 32085-88-4 ]
[ 39943-56-1 ]
[ 83-38-5 ]
[ 619-67-0 ]
[ 100-52-7 ]
[ 619-66-9 ]
[ 38235-71-1 ]
[ 100-63-0 ]
[ 368-78-5 ]
[ 365-34-4 ]
[ 119-67-5 ]
[ 14763-24-7 ]
[ 5326-27-2 ]
[ 74478-58-3 ]
[ 588-64-7 ]
3-(phenyl-hydrazonomethyl)-benzoic acid [ No CAS ]
N-(2,6-Dichloro-phenyl)-N'-[1-(3,5-dichloro-phenyl)-meth-(E)-ylidene]-hydrazine [ No CAS ]
N-(2,6-Dichloro-phenyl)-N'-[1-(3,5-difluoro-phenyl)-meth-(E)-ylidene]-hydrazine [ No CAS ]
C₁₅H₁₂N₂O₄ [ No CAS ]
N-(3,5-Dichloro-phenyl)-N'-[1-(2-trifluoromethyl-phenyl)-meth-(E)-ylidene]-hydrazine [ No CAS ]
N-(3,5-Dichloro-phenyl)-N'-[1-(4-trifluoromethyl-phenyl)-meth-(E)-ylidene]-hydrazine [ No CAS ]
C₁₅H₁₂N₂O₄ [ No CAS ]
N-(2,6-Dichloro-phenyl)-N'-[1-(4-trifluoromethyl-phenyl)-meth-(E)-ylidene]-hydrazine [ No CAS ]
C₁₅H₁₂N₂O₄ [ No CAS ]
N-(2,6-Dichloro-phenyl)-N'-[1-(3-trifluoromethyl-phenyl)-meth-(E)-ylidene]-hydrazine [ No CAS ]
N-(3,5-Dichloro-phenyl)-N'-[1-(3-trifluoromethyl-phenyl)-meth-(E)-ylidene]-hydrazine [ No CAS ]
C₁₅H₁₂N₂O₄ [ No CAS ]
C₁₅H₁₂N₂O₄ [ No CAS ]
C₁₅H₁₂N₂O₄ [ No CAS ]
N-(3-Trifluoromethyl-phenyl)-N'-[1-(3-trifluoromethyl-phenyl)-meth-(E)-ylidene]-hydrazine [ No CAS ]
N-(2-Trifluoromethyl-phenyl)-N'-[1-(2-trifluoromethyl-phenyl)-meth-(E)-ylidene]-hydrazine [ No CAS ]
4-{N'-[1-(3,5-Dibromo-4-hydroxy-phenyl)-meth-(E)-ylidene]-hydrazino}-benzoic acid [ No CAS ]
N-(3-Trifluoromethyl-phenyl)-N'-[1-(2-trifluoromethyl-phenyl)-meth-(E)-ylidene]-hydrazine [ No CAS ]
2,6-dibromo-4-[(3-trifluoromethyl-phenyl)-hydrazonomethyl]-phenol [ No CAS ]
2,6-dibromo-4-[(2-trifluoromethyl-phenyl)-hydrazonomethyl]-phenol [ No CAS ]
4-{N'-[1-(4-Hydroxy-3,5-diiodo-phenyl)-meth-(E)-ylidene]-hydrazino}-benzoic acid [ No CAS ]
3-{N'-[1-(4-Hydroxy-3,5-diiodo-phenyl)-meth-(E)-ylidene]-hydrazino}-benzoic acid [ No CAS ]
2,6-diiodo-4-[(2-trifluoromethyl-phenyl)-hydrazonomethyl]-phenol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Combinatorial reaction / High throughput screening (HTS);	Libraries were prepared in a single compound per well format. Stock solutions of all aldehydes (0.5 M) and aryloxyamines (0.4 M) were prepared in DMSO. A Gilson 215 Liquid Handler equipped with a 1 mL syringe, 1.1 mL tubing, and a 13 mm I.D. probe was used to distribute all solutions into a 96 well (2 mL volume) polypropylene plate at a rate of 0.3 mL/min. To make 0.5 mL of a 0.1 M solution of each oxime ether, 100 muL (0.05 mmol, 1 eq.) of aldehyde, 156 muL (0.63 mmol, 1.25 eq.) of aryloxyamine, and 244 muL of 0.164 M acetic acid, were distributed to each well of the plate. The plate was covered and agitated for 24 h at room temperature using a dual action shaker. The reactions were diluted to 720 muM in DMSO and analyzed by LC-MS to determine yield, purity, and identity. Compounds were stored frozen at -20 C. after synthesis. Reaction yield was determined using the integrated value of aldehyde that remained in the reaction mixture. Calibration curves of all aldehydes were made and the yield of each oxime ether was calculated assuming all the aldehyde that reacted quantitatively formed oxime ether; i.e. if 5% of aldehyde remained in the reaction mixture the yield of oxime ether would be 95%. Yields ranged from 98-100% and >95% purity in all wells.

Reference： [1]Patent: US2006/178527,2006,A1 .Location in patent: Page/Page column 4

9
[ 1122-83-4 ]
[ 368-78-5 ]
[ 52042-44-1 ]

Yield	Reaction Conditions	Operation in experiment
64%	With acetic acid In methanol	5 EXAMPLE 5 SPC5 EXAMPLE 5 SPC5 20 g (0.113 mole) of 3-trifluoromethyl-phenylhydrazine were dissolved in 50 ml of methanol with addition of 5 ml of acetic acid; 16 g (0.115 mole) of sulfinylaniline were added dropwise at a temperature of 22°C. The product crystallized out while the temperature rose to about 30°C. After filtration and drying, 16 g of N-sulfinyl-N-' -(3-trifluoromethylphenyl)-hydrazine of melting point 100°C were obtained. The yield was 64% of theory.

Reference： [1]Current Patent Assignee: BAYER AG - US3947513, 1976, A

10
[ 2646-97-1 ]
[ 368-78-5 ]

Yield	Reaction Conditions	Operation in experiment
69%	Stage #1: 3-(trifluoromethyl)-aniline hydrochloride With hydrogenchloride; sodium nitrite In water at 5℃; for 0.25h; Stage #2: With hydrogenchloride In water for 0.166667h;	56.1 Step 1: (3-(trifluoromethyl)phenyl)hydrazine Using procedures outlined in Tetrahedron, 8, 67-72; 1 960, the title compound was obtained. A solution of sodium nitrite (82 g) in water (160 mL) was added toa vigorously stirred suspension of commercially available 3-(trifluoromethyl)- aniline hydrochloride (147 g) in a mixture of concentrated HCI (400 mL) and water (270 mL) at 5°C. After 15 minutes, the diazo-solution was poured slowly with stirring into a solution of stannous chloride dehydrate (530 g) in concentrated HCI (530 mL). After being stirred for a further 10 minutes, thesolution was diluted with water, filtered and then rendered alkaline with 4 N NaOH. After working up by partitioning between DCM and water, then separating and drying the organic layers over Mg504, the title compound was obtained as a pale-yellow liquid (10 g, 69%) 1 H NMR (400mHz, CDCI3) 2H 3.50 (2H, brs), 5.40 (1 H, br 5), 6.90-7.30 (3H, m).

Reference： [1]Current Patent Assignee: ZOETIS INC. - WO2015/100232, 2015, A2 Location in patent: Page/Page column 106

11
[ 1218-69-5 ]
[ 368-78-5 ]
2,2'-(1-(3-(trifluoromethyl)phenyl)-1H-1,2,4-triazole-3,5-diyl)diphenol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	In methanol; at 65℃; for 2h;	A mixture of CC (100 mg, 0.4 mmol) and (3-(trifluoromethyl)phenyl)hydrazine (79 mg, 0.4 mmol) in anhydrous methanol(20 mL) was heated at 65 C for 2 h, and then cooled to 15 C. Filterthe cooling liquid. Reddish brown crystals were collected in a yieldof 90%. (150 mg, 0.4 mmol). m.p. 242.1e244.6 C. 1H NMR(500 MHz, DMSO-d6) d10.78 (s, 1H), 10.10 (s, 1H), 8.07 (dd,J1 7.8 Hz, J2 1.5 Hz, 1H), 7.80 (dd, J1 11.6 Hz, J2 7.0 Hz, 3H),7.74e7.68 (m, 1H), 7.57 (dd, J1 7.6 Hz, J2 1.5 Hz, 1H), 7.43e7.34(m, 2H), 7.07e6.96 (m, 3H), 6.88 (d, J 8.2 Hz, 1H). 13C NMR(100 MHz, DMSO) d(ppm) 160.39, 156.81, 155.60, 152.63, 138.89,133.07, 131.94, 131.60, 131.07, 130.285(q, 2JC-F 32.6 Hz), 127.86,127.32, 125.63(q, 3JC-F 3.7 Hz), 124.14(q, 1JC-F 272.3 Hz), 120.57(q, 3JC-F 3.9 Hz), 120.15, 119.92, 117.54, 116.53, 114.66, 114.14. 19FNMR (376.5 MHz, DMSO) d(ppm) 61.388. ESI-MS: m/z. Calculatedfor C21H14F3N3O2 397.10; found [MH] 398.1111.
90%	In methanol; at 6℃; for 2h;	Compound IV (100 mg, 0.4 mmol) and 3-trifluoromethylphenylhydrazine (V) (79 mg, 0.4 mmol) were dissolved in anhydrous methanol (20 mL), and the mixture was heated at 6 C for 2 hr. After the reaction was completed, the reaction solution was cooled to 15 C, and crystals were precipitated.Filtration gave reddish brown crystals (150 mg, 0.4 mmol), product (I). The yield was 90%.

Reference： [1]Journal of Molecular Structure,2016,vol. 1111,p. 1 - 8
[2]Patent: CN106554770,2018,B .Location in patent: Paragraph 0008; 0021; 0032; 0034; 0037

12
[ 500539-08-2 ]
[ 368-78-5 ]
(E)-9-isopropyl-6-((3-(trifluoromethyl)phenyl)diazenyl)-9H-purine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%	Stage #1: 6-chloro-9-(1-methylethyl)-9H-purine; 3-(trifluoromethyl)phenylhydrazine With N-ethyl-N,N-diisopropylamine In butan-1-ol at 150℃; Microwave irradiation; Stage #2: With oxygen In butan-1-ol

Reference： [1]Kolarski, Dušan; Sugiyama, Akiko; Rodat, Theo; Schulte, Albert; Peifer, Christian; Itami, Kenichiro; Hirota, Tsuyoshi; Feringa, Ben L.; Szymanski, Wiktor [Organic and Biomolecular Chemistry, 2021, vol. 19, # 10, p. 2312 - 2321]

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Code	Phrase
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P321
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P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
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.
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P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
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P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
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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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H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 368-78-5 ] {[proInfo.proName]}

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[ 368-78-5 ] Synthesis Path-Downstream 1~12

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