成人免费xx,国产又黄又湿又刺激不卡网站,成人性视频app菠萝网站,色天天天天

Home Cart 0 Sign in  

[ CAS No. 823-85-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 823-85-8
Chemical Structure| 823-85-8
Structure of 823-85-8 * Storage: {[proInfo.prStorage]}

Please Login or Create an Account to: See VIP prices and availability

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 823-85-8 ]

Related Doc. of [ 823-85-8 ]

Alternatived Products of [ 823-85-8 ]
Product Citations

Product Details of [ 823-85-8 ]

CAS No. :823-85-8 MDL No. :MFCD00012942
Formula : C6H8ClFN2 Boiling Point : -
Linear Structure Formula :FC6H4NHNH3Cl InChI Key :FEKUXLUOKFSMRO-UHFFFAOYSA-N
M.W : 162.59 Pubchem ID :69981
Synonyms :

Calculated chemistry of [ 823-85-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 40.57
TPSA : 38.05 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.16 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 1.6
Log Po/w (WLOGP) : 2.14
Log Po/w (MLOGP) : 2.13
Log Po/w (SILICOS-IT) : 0.79
Consensus Log Po/w : 1.33

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.23
Solubility : 0.948 mg/ml ; 0.00583 mol/l
Class : Soluble
Log S (Ali) : -2.01
Solubility : 1.59 mg/ml ; 0.00976 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.33
Solubility : 0.766 mg/ml ; 0.00471 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.43

Safety of [ 823-85-8 ]

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

Application In Synthesis of [ 823-85-8 ]

* 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 [ 823-85-8 ]

[ 823-85-8 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 823-85-8 ]
  • [ 78-93-3 ]
  • [ 526-47-6 ]
  • 2
  • [ 823-85-8 ]
  • [ 94-05-3 ]
  • [ 138907-68-3 ]
YieldReaction ConditionsOperation in experiment
72% With triethylamine; In ethanol; for 2.5h;Heating / reflux; Ethyl(ethoxymethylene)cyanoacetate (20.80 g, 123 mmol) and triethylamine (17.1 ml_, 123 mmol) were added to a solution of 4-fluorophenylhydrazine hydrochloride (20.00 g, 123 mmol). The reaction mixture was refluxed for 2.5 hours and allowed to cool to room temperature. A solid was collected by filtration, washed with small amounts of ethanol and EPO <DP n="37"/>heptane and allowed to dry under reduced pressure to afford the title compound as a beige solid (22.18 g, 72 % yield). m/z 250 [M+H]+. 1H NMR (300 MHz, CDCI3) 7.80 (1 H, s), 7.58-7.51 (2H, m), 7.27 (2H, m), 5.27 (2H, br s), 4.33 (2H1 q, J=7.2 Hz), 1.39 (2H, t, J=7.2 Hz).
65% With triethylamine; In ethanol; at 20 - 80℃; for 8h; General procedure: To ethyl 2-cyano-3-ethoxyacrylate (2.00 g, 11.8 mmol) and 4-methoxyphenyl hydrazine hydrochloride (2.06 g, 11.8 mmol) in ethanol (75 mL) at room temperature was added triethylamine (1.65 mL, 11.8 mmol). The mixture was stirred at 80 C for 8 h. After cooling the reaction mixture to room temperature, ethanol was removed in vacuo and the residue was partitioned between ethyl acetate and water. The organic layer was dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was chromatographed on a silica gel column with a mixture of n-hexane and ethyl acetate (3:1) to give the desired product 2b (2.42 g, 78 %). 1H NMR (300 MHz, CDCl3): delta=7.76 (s, 1H), 7.42 (d, J=6.9Hz, 2H), 7.01 (d, J=6.9Hz, 2H), 5.19 (br s, 2H), 4.30 (q, J=7.1Hz, 2H), 3.82 (s, 3H), 1.36 (t, J=7.1Hz, 3H) ppm; MS (ESI): m/z: 262 [M+H+].
With triethylamine; In ethanol; for 3.5h;Heating / reflux; Intermediate 8: Ethyl 5-amino-1-(4-fluorophenyl)-1 H-pyrazole-4-carboxvlate. To a stirred suspension of 4-fluorophenylhydrazine hydrochloride (9.76g, 60mmol) in ethanol (250ml) was added triethylamine (9.2ml, 62mmol) and to the resulting amber solution was added ethyl 2-cyano-3-ethoxyacrylate (10.15g, 60mmol). The solution was heated at reflux temperature for 3.5hr. The solution was allowed to cool to room temperature and after standing overnight the resultant solid was filtered off, washed with small amount of ethanol and then ether before being dried under vacuum to give the title compound (12.1 g) as an off white solid. 1 H NMR (400 MHz, DMSOd6) deltappm 7.70 (s, 1 H) 7.55 (s, J=5.0 Hz, 2 H) 7.34 - 7.41 (m, 2 H) 6.34 (br. s., 2 H) 4.21 (q, J=7.0, 7.0 Hz, 2 H) 1.26 (t, J=7.0 Hz, 3 H).
With triethylamine; In ethanol; for 3.5h;Heating / reflux; Intermediate 8; Ethyl 5-amiotano-1-(4-fluorophenyl)-1/-/-pyrazole-4-carboxylateTo a stirred suspension of 4-fluorophenylhydraziotane hydrochloride (9 76g, 60mmol) in ethanol (250ml) was added triethylamine (9 2ml, 62mmol) and to the resulting amber solution was added ethyl 2-cyano-3-ethoxyacrylate (10 15g, 60mmol) The solution was heated at reflux temperature for 3 5 hours The solution was allowed to cool to room temperature and after standing overnight the resultant solid was filtered off, washed with small amount of ethanol and then ether before being dried under vacuum to give the title compound (12 1g) as an off white solid1H NMR (400 MHz, DMSO-d6) delta ppm 7 70 (s, 1 H) 7 55 (s, J=5 0 Hz, 2H) 7 34 - 7 41 (m, 2 H) 6 34 (br s , 2H) 4 21 (q, J=I 0, 7 0 Hz, 2H) 1 26 (t, J=I 0 Hz, 3H)
With triethylamine; In ethanol; for 3.5h;Heating / reflux; To a stirred suspension of 4-fluorophenylhydrazine hydrochloride (9.76g, 60mmol) in ethanol (250ml) was added triethylamine (9.2ml, 62mmol) and to the resulting amber solution was added ethyl 2-cyano-3-ethoxyacrylate (10.15g, 60mmol). The solution was heated at reflux temperature for 3.5 hours. The solution was allowed to cool to room temperature and after standing overnight the resultant solid was filtered off, washed with small amount of ethanol and then ether before being dried under vacuum to give the title compound (12.1 g) as an off white solid.1H NMR (400 MHz, DMSO-cfe) delta ppm 7.70 (s, 1 H) 7.55 (s, J=5.0 Hz, 2 H) 7.34 - 7.41 (m, 2 H) 6.34 (br. s., 2 H) 4.21 (q, J=7.0, 7.0 Hz, 2 H) 1.26 (t, J=7.0 Hz, 3 H).
With sodium acetate; In ethanol; at 95℃; for 3.5h; (i) Ethyl-2-cyano-3-(ethyloxy)-2-propenoate (5.0 g, 29.56 mmol), (4- fluorophenyl)hydrazine hydrochloride (4.81 g, 29.56 mmol) and sodium acetate (2.43 g, 29.56 mmol) were dissolved in ethanol (100 ml) and heated for 3.5 hrs at 95C. The mixture was then cooled to room temperature and diluted with dichloromethane (-150 ml) and water (50 ml). The organic layer was separated using a hydrophobic <n="105"/>frit, dried over anhydrous sodium sulphate, filtered and to give ethyl 5-amino-1-(4- fluorophenyl)-1 H-pyrazole-4-carboxylate (6.83 g) as an orange solid. This was used in the next step without further purification.

  • 3
  • [ 1118-61-2 ]
  • [ 823-85-8 ]
  • [ 76606-39-8 ]
YieldReaction ConditionsOperation in experiment
69% General procedure: In a 2-5mL microwave vial containing a stir bar, 3-aminocrotonitrile (164 mg, 2mmol) and 5 mL of 1M HCl were combined with stirring to give a 0.4 M solution of starting material. Next, phenylhydrazine (216 mg, 2 mmol) was added to the solution. The microwave vial was then sealed with an aluminum cap and irradiated in the microwave reactor at 150 C for 10 m with the absorbance set to “very high.” After cooling, the orange sludge-containing heterogeneous solution was basified with 10% NaOH and was sonicated for 5 m to produce a visible solid precipitate. The precipitate was filtered, washed twice with D.I. water, and then dried to yield the product as a light orange solid (292 mg, 84% yield). For compounds that do not readily precipitate, the product can be isolated by extracting the basic aqueous layer 3x with dichloromethane (DCM). The combined organic layers are dried over magnesium sulfate, filtered and evaporated under reduced pressure to obtain the product.
With hydrogenchloride; In water; 5-Amino-1-(4-fluorophenyl)-3-methyl-pyrazole 4-Fluorophenylhydrazine HCl (60.0 g.) 175 ml. water, 70 ml. concentrated hydrochloric acid and 28.8 g. 3-amino-2-butene nitrile were refluxed one hour. The solution was cooled and made basic with concentrated ammonia. The solid was filtered and crystallized from ether to get 51.05 g. product, mp 108-110, which was converted to the HCl salt mp 227-229 Analyzed for C10 H10 FN3.HCl: Theoretical; C=52.76, H=4.87, N=18.47 Found; C=52.96, H=4.87, N=18.36
With hydrogenchloride; In water; 5-Amino-1-(4-fluorophenyl)-3-methyl-pyrazole 4-Fluorophenylhydrazine HCl (60.0 g.) 175 ml. water, 70 ml. concentrated hydrochloric acid and 28.8 g. 3-amino-2-butene nitrile were refluxed one hour. The solution was cooled and made basic with concentrated ammonia. The solid was filtered and crystallized from ether to get 51.05 g. product, mp 108-110, which was converted to the HCl salt mp 227-229 Analyzed for C10 H10 FN3 ·HCl: Theoretical; C=52.76, H=4.87, N=18.47. Found; C=52.96, H=4.87, N=18.36.
  • 4
  • [ 823-85-8 ]
  • [ 123-06-8 ]
  • [ 51516-70-2 ]
YieldReaction ConditionsOperation in experiment
86% With sodium ethanolate; sodium hydride; In ethanol; at 20℃; for 2h;Heating / reflux; Sodium hydride as a 60% dispersion in mineral oil (5.90 g, 1.2 eq, 0.147 mol.) was added slowly to ethanol (200 ml) at room temperature. To the solution of sodium ethoxide in ethanol was added 4-fluorophenylhydrazine hydrochloride (23.96 g, 1.2 eq, 0.147 mol.), addition of ethoxymethylene malonitrile (15.00 g, 1.0 eq, 0.123 mol.) shortly followed. The reaction mixture was heated to reflux with stirring for 2 hours. The reaction was then allowed to cool to room temperature, once at room temperature diethyl ether (50 ml) was added to the reaction mixture. The resultant precipitate was collected by filtration, washed with diethyl ether (2 x 100 ml) and dried in vacuo to give the title compound as a beige solid (21.5 g, 0.106 mol, 86%). LCMS: [M+H]+=203, Rt = 1.02 min, 100% purity.
46% With triethylamine; In ethanol; at 50℃; for 2h; Example 5A8.7 g (53.5 mmol) of 4-fluorphenylhydrazine hydrochloride was suspended with 6.5 g (53.5 mmol) of ethoxymethylenemalononithle in 13 ml of ethanol, and 22.2 ml (160 mmol) of thethylamine were added. The reaction mixture was heated to 500C for 2 h. After cooling to room temperature the solvent was removed under reduced pressure. The remaining residue was treated with water (25 ml) and extracted three times with ethyl acetate. The organic layer was dried over sodium sulphate, filtered and the filtrate was concentrated under reduced pressure. The remaining residue was <n="60"/>purified by preparative MPLC (SiO2, eluent CH2CI2). 5.0 g (46% of theory) of the product were obtained as an oil, that solidifies over night.LC-MS (Method 1 ): RT = 1.06 minMS (ESI pos): m/z = 203 (M+H)+.
General procedure: A stirred mixture of para-substituted phenylhydrazinehydrochloride (0.025 mol) was dissolved in H2O (30 mL), thenthe pH of the mixture was adjusted to pH 7-8 by the dropwiseaddition of 10% NaOH solution to form the free para-substitutedphenyl hydrazines, which were then refluxed for 3 h with ethoxymethylene malononitrile in an ethanol medium. After completionof the reaction, the reaction mixture was allowed to cool at room temperature, and the solid were filtered under vacuum. The crudeproducts obtained were recrystallized from anhydrous ethanol togive the light yellow solid.
Recommend Products
Same Skeleton Products

Technical Information

Historical Records

Related Functional Groups of
[ 823-85-8 ]

Fluorinated Building Blocks

Chemical Structure| 2924-16-5

[ 2924-16-5 ]

(3-Fluorophenyl)hydrazine hydrochloride

Similarity: 1.00

Chemical Structure| 502496-27-7

[ 502496-27-7 ]

(3,5-Difluorophenyl)hydrazine hydrochloride

Similarity: 0.95

Chemical Structure| 875664-54-3

[ 875664-54-3 ]

(3,4-Difluorophenyl)hydrazine hydrochloride

Similarity: 0.93

Chemical Structure| 175135-73-6

[ 175135-73-6 ]

(2,5-Difluorophenyl)hydrazine hydrochloride

Similarity: 0.93

Chemical Structure| 2924-15-4

[ 2924-15-4 ]

(2-Fluorophenyl)hydrazine hydrochloride

Similarity: 0.93

Aryls

Chemical Structure| 2924-16-5

[ 2924-16-5 ]

(3-Fluorophenyl)hydrazine hydrochloride

Similarity: 1.00

Chemical Structure| 502496-27-7

[ 502496-27-7 ]

(3,5-Difluorophenyl)hydrazine hydrochloride

Similarity: 0.95

Chemical Structure| 875664-54-3

[ 875664-54-3 ]

(3,4-Difluorophenyl)hydrazine hydrochloride

Similarity: 0.93

Chemical Structure| 175135-73-6

[ 175135-73-6 ]

(2,5-Difluorophenyl)hydrazine hydrochloride

Similarity: 0.93

Chemical Structure| 2924-15-4

[ 2924-15-4 ]

(2-Fluorophenyl)hydrazine hydrochloride

Similarity: 0.93

Amines

Chemical Structure| 2924-16-5

[ 2924-16-5 ]

(3-Fluorophenyl)hydrazine hydrochloride

Similarity: 1.00

Chemical Structure| 502496-27-7

[ 502496-27-7 ]

(3,5-Difluorophenyl)hydrazine hydrochloride

Similarity: 0.95

Chemical Structure| 875664-54-3

[ 875664-54-3 ]

(3,4-Difluorophenyl)hydrazine hydrochloride

Similarity: 0.93

Chemical Structure| 175135-73-6

[ 175135-73-6 ]

(2,5-Difluorophenyl)hydrazine hydrochloride

Similarity: 0.93

Chemical Structure| 2924-15-4

[ 2924-15-4 ]

(2-Fluorophenyl)hydrazine hydrochloride

Similarity: 0.93

Hydrazines

Chemical Structure| 2924-16-5

[ 2924-16-5 ]

(3-Fluorophenyl)hydrazine hydrochloride

Similarity: 1.00

Chemical Structure| 502496-27-7

[ 502496-27-7 ]

(3,5-Difluorophenyl)hydrazine hydrochloride

Similarity: 0.95

Chemical Structure| 875664-54-3

[ 875664-54-3 ]

(3,4-Difluorophenyl)hydrazine hydrochloride

Similarity: 0.93

Chemical Structure| 175135-73-6

[ 175135-73-6 ]

(2,5-Difluorophenyl)hydrazine hydrochloride

Similarity: 0.93

Chemical Structure| 2924-15-4

[ 2924-15-4 ]

(2-Fluorophenyl)hydrazine hydrochloride

Similarity: 0.93

; ;