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CAS No. : | 27032-63-9 | MDL No. : | MFCD07786313 |
Formula : | C5H6ClN3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | UXJYFOOFLZGBEK-UHFFFAOYSA-N |
M.W : | 143.57 | Pubchem ID : | 13590464 |
Synonyms : |
|
Num. heavy atoms : | 9 |
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 : | 36.45 |
TPSA : | 50.94 Ų |
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) : | -6.46 cm/s |
Log Po/w (iLOGP) : | 0.76 |
Log Po/w (XLOGP3) : | 1.01 |
Log Po/w (WLOGP) : | 0.83 |
Log Po/w (MLOGP) : | 0.74 |
Log Po/w (SILICOS-IT) : | 0.57 |
Consensus Log Po/w : | 0.78 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -1.79 |
Solubility : | 2.31 mg/ml ; 0.0161 mol/l |
Class : | Very soluble |
Log S (Ali) : | -1.67 |
Solubility : | 3.08 mg/ml ; 0.0214 mol/l |
Class : | Very soluble |
Log S (SILICOS-IT) : | -2.31 |
Solubility : | 0.705 mg/ml ; 0.00491 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.88 |
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: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
41% | for 6 h; Reflux | A solution of 2,5-dichioropyridine (13a) (7.4 g, 50.0 mmol) and hydrazine hydrate(101 mL, 3250 mmol) in Pyridine (100 mL) was heated at reflux for 6 h and concentratedin vacuum to dryness. The residue obtained was dissolved in DCM (500 mL), washed with I N aqueous NaOH (500 mL), water (3 x 500 mL). The organic layer was dried over MgSO4 filtered and concentrated in vacuum to dryness to furnish 5-chloro-2- hydrazinylpyridine (13b) (2.95 g, 20.55 mniol, 41percent yield) as light yellow solid. ‘H NMR(300 MHz, DMSO-d6)ö 7.97 (d,.J= 2.5 Hz, IH), 7.67 (s, IH), 7.50 (dd,J= 9.0, 2.6 Hz,IH), 6.73 (dd,.J= 9.0. 0.6 Hz, IH), 4.17 (s, 2H); MS (ES+) 144.2 (M+I). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With hydrazine hydrate In isopropyl alcohol for 10 h; Reflux | Hydrazine hydrate(45 ml, 0.9 mol) and 2-PrOH (45 ml) were added to 2-bromo-5-chloropyridine (3) (22.43 g, 0.117 mol), and the mixturewas refluxed for 10 h. The solvent was evaporated underreduced pressure, the obtained residue was suspended inwater (50 ml), filtered, washed with ice water (2×20 ml), and air-dried. Yield 13.78 g (82percent), white crystals, mp 124–125° (MeOH) (mp 123–125° (benzene)11). Rf 0.45(EtOAc–CHCl3, 1:1). 1H NMR spectrum (CDCl3), δ, ppm(J, Hz): 3.81 (2, br. s, NH2); 5.88 (1, br. s, NH); 6.71(1, d, J = 8.8, H-3); 7.45 (1, dd, J = 8.8, J = 2.3, H-4);8.07 (1H, d, J = 2.3, H-6). 13C NMR spectrum (CDCl3),δ, ppm: 107.3; 118.9; 135.9; 144.4; 158.8. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
46% | at 100℃; for 3h; | A mixture of 6-chloro-nicotinonitrile (2.77 g, 20 mmol) and hydrazine hydrate (15 mL) was stirred at 100C for 3h and evaporated. The residue was suspended in ether and filtered, then suspended in sodium bicarbonate solution and filtered, washing with water, and dried to provide 6-hydrazrno-nicotinonitrile (1.25 g, 46% yield) as a tan solid. 1H-NMR (DMSO-d6, 500 MHz) 8.59 (s, 1H), 8.35 (s, 1H), 7.74 (d, 1H), 6.75 (s, 1H), 4.44 (s, 2H) ppm; MS (FIA) 135.1 (M+H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | With hydrazine hydrate; | Reference Example 2-50 5-Chloro-2-hydrazinopyridine Following the procedure described in Reference Example 2-48, the title compound was prepared from 2,5-dichloropyridine and hydrazine hydrate (51% yield). NMR (CDCl3) delta: 4.13 (2H, br s), 6.73 (1H, d, J=8.8 Hz), 7.49 (1H, dd, J=2.6 Hz, 8.8 Hz), 7.61 (1H, br s), 7.96 (1H, d, J=2.6 Hz). |
41% | With pyridine; hydrazine hydrate; for 6h;Reflux; | A solution of 2,5-dichioropyridine (13a) (7.4 g, 50.0 mmol) and hydrazine hydrate(101 mL, 3250 mmol) in Pyridine (100 mL) was heated at reflux for 6 h and concentratedin vacuum to dryness. The residue obtained was dissolved in DCM (500 mL), washed with I N aqueous NaOH (500 mL), water (3 x 500 mL). The organic layer was dried over MgSO4 filtered and concentrated in vacuum to dryness to furnish 5-chloro-2- hydrazinylpyridine (13b) (2.95 g, 20.55 mniol, 41% yield) as light yellow solid. ?H NMR(300 MHz, DMSO-d6)oe 7.97 (d,.J= 2.5 Hz, IH), 7.67 (s, IH), 7.50 (dd,J= 9.0, 2.6 Hz,IH), 6.73 (dd,.J= 9.0. 0.6 Hz, IH), 4.17 (s, 2H); MS (ES+) 144.2 (M+I). |
5.95 g (82%) | With hydrazine hydrate; | (a) A mixture of 2,5-dichloropyridine (7.4 g, 50 mmol) and 50 ml of hydrazine hydrate (1 mol) was refluxed for 3 hours and the mixture was diluted with ether. The crystalline solid (1st crop) was filtered, the solid was washed with water; and the aqueous layer was extracted with ether (2*). The organic layer was partially concentrated in vacuo and filtered to yield an additional white solid (2nd crop). The concentration of the filtrate yielded more solid (third crop). The combined solid product was dried in vacuo to afford 5.95 g (82%) of 2-hydrazino-5-chloropyridine as a white solid, m.p. 116-122 C. |
With hydrazine hydrate; | EXAMPLE 23 Preparation of pyridine-2-aldehyde-5'-chloro-2'-pyridylhydrazone (PH 22-30) 5 g of 2,5-dichloropyridine were reacted in the manner described in Example 22 with 2.2 ml of hydrazine hydrate. 1.6 g of 2-hydrazino-5-chloropyridine were obtained. | |
In water; hydrazine hydrate; | EXAMPLE 3 3-Amino-1-(5-chloro-2-pyridyl)-2-pyrazoline A mixture of 16.1 g. of 2,5-dichloropyridine in 32 ml. of hydrazine hydrate is stirred and refluxed for 15 hours. The reaction mixture is cooled and water is added. The precipitate is collected by filtration, washed with water and dried to give 12.7 g. of 5-chloro-2-hydrazinopyridine as a white solid, m.p. 127-128 C. | |
In hydrazine hydrate; | EXAMPLE 3 2-(5-Chloro-2-pyridyl)trifluoroacetic acid, hydrazide A 14.8 g. amount of 2,5-dichloropyridine in 25 ml. of hydrazine hydrate is heated at reflux for 21/2 hours. The mixture is cooled, providing crystals. The material is recrystallized from ethyl acetate to yield 9.46 g. of 5-chloro-2-hydrazinopyridine. | |
With hydrazine hydrate; | (1) 2,5-Dichloropyridine(2.0g, 14mmol) was added to hydrazine monohydrate(8ml,0.165mol), and resulting mixture was stirred for 2 hours at 130 ØC. After cooling, the reaction mixture was diluted with water, and the crystal was collected by filtration and dried to give 5-chloro-2-hydrazinopyridine (2.0g). 1H-NMR(CDCl3) delta:3.50(2H, br s), 5.92(1H, br s), 6.69(1H, d, J=8.8Hz), 7.43(1H, dd, J=8.8, 2.3Hz), 8.05(1H, d, J=2.3Hz). | |
With hydrazine; In 2-methoxy-ethanol; at 110℃; for 3h; | Example 1Preparation of 5-Chloro-2,3,3-trimethyl-3H-pyrrolo[2,3-¾]pyridine (1)1 5-Chloro-2,3,3-trimethyl-3H-pyrrolo [2,3-b] yridine (1)[0332] To 2,5-dichloropyridine (40. g, 0.27 mol) in 2-methoxyethanol (200 mL) was added anhydrous hydrazine(20.0 mL, 0.625 mol). The mixture was heated at 110 C for 3 h to generate the 5-chloro-hydrazinopyridine. To form the hydrazone, a mixture of 10 g of the hydrazinopyridine and 11 mL of 3-methyl-2-butanone in 40 mL of benzene was heated at reflux overnight in a flask equipped with a Dean-Stark trap. All of the volatile components were removed under reduced pressure, and the resulting hydrazone residue was heated in 50 g of polyphosphoric acid at 135 C for 45 min. The reaction mixture was poured into water, neutralized with sodium hydroxide, and extracted with ethyl acetate. The resulting crude residue was purified by chromatography on silica gel (1 :1 ethylacetate/hexanes) to yield 2.50 g of 5-chloro-2,3,3-trimethyl-3H-pyrrolo[2,3-¾]pyridine (1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63% | Reference Example 2-51 2-[[1-(5-Chloropyridin-2-yl)-3-methyl-1H-pyrazol-5-yl]amino]benzoic acid Following the procedure described in Reference Example 2-3, the title compound was prepared from 2-(2-oxypropyl)-4H-3,1-benzoxazin-4-one and <strong>[27032-63-9]5-chloro-2-hydrazinopyridine</strong> (63% yield). NMR (DMSO-d6) delta: 2.24 (3H, s), 6.26 (1H, s), 6.92-7.00 (1H, m), 7.49-7.63 (2H, m), 7.87 (1H, d, J=8.8 Hz), 7.96 (1H, d, J=7.6 Hz), 8.09 (1H, dd, J=2.4 Hz, 8.8 Hz), 8.42 (1H, d, J=2.4 Hz), 12.03 (1H, br s), hidden (1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In hexane; acetic acid; ethyl acetate; | (b) A mixture of 1.445 g (10 mmol) of <strong>[27032-63-9]2-hydrazino-5-chloropyridine</strong> and ethyl trifluoroacetoacetate (1.5 ml; 10 mmol) in 5 ml of acetic acid was refluxed overnight with stirring under nitrogen and then cooled. The mixture was concentrated in vacuo, the residue was diluted with ethyl acetate, and the solid mixture was filtered. The filtrate was washed with saturated sodium bicarbonate solution, the aqueous layer was extracted with ethyl acetate, and the combined organic layer was dried over magnesium sulfate. The organic layer was concentrated in vacuo, the residue was purified by flash chromatography (ethyl acetate) and crystallized (from ethyl acetate/hexane followed by hexane) to afford 1.42 g of 1-(5-chloro-2-pyridyl)-3-trifluoromethyl-5-hydroxy-pyrazole as a white solid, m.p. 58-59 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol; hexane; dichloromethane; water; | EXAMPLE 5 2-(3-Amino-4-methyl-2-pyrazolin-1-yl)-5-chloropyridine As for Example 4 a 0.2 g. amount of sodium metal is dissolved in 50 ml. of absolute ethanol, then 5.0 g. of <strong>[27032-63-9]5-chloro-2-hydrazinopyridine</strong> (Example 3) is added, followed by 4.8 g. of methacrylonitrile. The reaction mixture is refluxed for 18 hours. The solvent is removed in vacuo and water is added to give a gum which solidifies. The solid is collected by filtration, and washed with water. The solid is dissolved in dichloromethane, dried over magnesium sulfate and filtered through anhydrous magnesium silicate. The filtrate is evaporated and the residue is triturated with hexane to give a brown solid. The solid is dissolved in dichloromethane and hexane is added while concentrating to separate a solid. The mixture is cooled and filtered to give 3.4 g. of a gray solid. The desired product is recrystallized from dichloromethane-hexane to give a white solid, m.p. 159-160 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol; | EXAMPLE 8 2-(3-Amino-5-methyl-2-pyrazolin-1-yl)-5-chloropyridine A mixture of 0.20 g. of sodium metal dissolved in 50 ml. of absolute ethanol, 5.0 g. of <strong>[27032-63-9]3-chloro-6-hydrazinopyridine</strong> and 4.8 g. of crotononitrile is heated at reflux for 18 hours. The procedure of Example 5 is followed through the evaporation of the magnesium silicate filtrate to give a yellow gum. Trituration with hexane gives a yellow solid. The solid is dissolved in dichloromethane. This solution is concentrated by heating on a steam bath while adding hexane, then is cooled in a refrigerator to separate 3.3 g. of the product of the Example as pale yellow crystals, m.p. 168-170 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol; | A 0.08 g. amount of sodium metal is dissolved in 10 ml. of absolute ethanol, then 2.5 g. of <strong>[27032-63-9]5-chloro-2-hydrazinopyridine</strong> is added, followed by 1.70 g. of beta-ethoxypropionitrile. The procedure of Example 1 is continued to give 1.40 g. of the product of the Example as yellow crystals, m.p. 203-204.5 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In benzene;Reflux; | Example 1Preparation of 5-Chloro-2,3,3-trimethyl-3H-pyrrolo[2,3-¾]pyridine (1)1 5-Chloro-2,3,3-trimethyl-3H-pyrrolo [2,3-b] yridine (1)[0332] To 2,5-dichloropyridine (40. g, 0.27 mol) in 2-methoxyethanol (200 mL) was added anhydrous hydrazine(20.0 mL, 0.625 mol). The mixture was heated at 110 C for 3 h to generate the 5-chloro-hydrazinopyridine. To form the hydrazone, a mixture of 10 g of the hydrazinopyridine and 11 mL of 3-methyl-2-butanone in 40 mL of benzene was heated at reflux overnight in a flask equipped with a Dean-Stark trap. All of the volatile components were removed under reduced pressure, and the resulting hydrazone residue was heated in 50 g of polyphosphoric acid at 135 C for 45 min. The reaction mixture was poured into water, neutralized with sodium hydroxide, and extracted with ethyl acetate. The resulting crude residue was purified by chromatography on silica gel (1 :1 ethylacetate/hexanes) to yield 2.50 g of 5-chloro-2,3,3-trimethyl-3H-pyrrolo[2,3-¾]pyridine (1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | Step A: A solution of <strong>[27032-63-9]5-chloro-2-hydrazinylpyridine</strong> (1.19 g, 8.29 mmol) and ethyl 2-oxoacetate (50% in toluene, 1.70 g, 8.29 mmol) in CH3OH (30 mL) was heated at 60 C for 1 hour, cooled to ambient temperature and concentrated under reduced pressure. The residue was dissolved in CH2C12 (30 mL) and PhI(0Ac)2 (2.67 g, 8.29 mmol) was added. The resulting mixture stirred for 2 hours and was concentrated under reduced pressure. The resulting residue was chromatographed over silica gel (0-50% EtOAc in hexanes) to give ethyl 6-chloro- [ 1 , , 4 ] triazolo [4 , 3-a] pyridine-3-carboxylate as an yellow solid (1.61 g, 86%} : NMR (300 MHz, CDCI3) delta 9.26 (m, 1H) , 7.93 (dd, J = 9.7, 0.9 Hz, 1H) , 7.47 (dd, J = 9.7, 1.9 Hz, 1H) , 4.60 (q, J = 7.1 Hz, 2H) , 1.52 (t, J = 7.1 Hz, 3H) . |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
127 mg | With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 22 - 26℃; for 16h; | A mixture of step 1 intermediate (250 mg, 1.054 mmol), <strong>[27032-63-9]5-chloro-2-hydrazinylpyridine</strong> (151 mg, 1.054 mmol), EDCI.HC1 (242 mg, 1.262 mmol) and HOBt (213 mg, 1.582 mmol) in DCM (10 mL) was stirred at room temperature for 16h. The reaction mixture was quenched with water (20 mL) and extracted with ethyl acetate (2 x 20 mL). The combined organic layer was washed with water (2 x 15 mL), brine (15 mL) and dried over anhydrous sodium sulfate. The solvent was distilled offunder reduced pressure and the residue obtained was purified by silica gel columnchromatography to yield 127 mg of the title product as a solid. ?H NMR (300 MHz,DMSO-d6) oe 1.85-1.91 (m, 2H), 2.34-2.41 (m, 2H), 2.71-2.73 (m, 2H), 6.29 (d, J =9.3 Hz, 1H), 6.93 (d, J = 9.3 Hz, 2H), 7.51 (d, J = 8.7 Hz, 1H), 8.01 (s, 1H), 8.25 (d, J9.3 Hz, 2H), 8.53 (s, 1H), 10.1 (s, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50.7% | With hydrogenchloride; In ethanol; water;Reflux; | To a solution of 5-Chloro-2-hydrazinylpyridine(13b) (717.87 mg, 5.00 mmol) inEtOH (12 mL) was added 4,4,4-trifluoro-1-(furan-2-yl)butane-1,3-dione (lOb) (1134 mg,5.50 mmol), Water (3 rnL), and hydrogen chloride (cone. HCI, 1 .667 mL, 20.00 mmol). The resulting mixture was stirred at reflu.x overnight and concentrated in vacuum to remove organic solvent. The aqueous was basified with I N NaOH, and then partitioned twice with ethyl acetate. The organic layers were combined, dried filtered and concentrated iii vacuum to dryness. The residue obtained was purified by flash column chromatography (silica gel12 g, eluting with 0-50% ethyl acetate in hexane) to furnish 5-chloro-2-(5-(furan-2-yI)-3-(trifluoromethyl )- I H-pyrazol- 1 -yt)pyridine (1 3c)(795 rng, 2.53 mmol, 50.7 % yield) as light yellow solid, ?H NMR showed a mixture of 2compound, with a ratio of 2:1. MS (ES+) 314.0 (M±l), 335.9 (M±Na). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. 3-Chloro-6,7,8,9-tetrahydro-5-pyrido[2,3-b]indole (4a).Yield 0.631 g (76%), light-cream colored powder, mp 218-219 (MeOH) (mp 215-21611). Rf 0.4 (CHCl3).IR spectrum, nu, cm-1: 3141, 3055, 2942, 2856, 1577, 1486,1411, 1285, 1080, 1001, 914, 873, 768. 1H NMR spectrum(DMSO-d6), delta, ppm (J, Hz): 1.77-1.87 (4H, m, 6,7-CH2);2.60 (2H, t, J = 5.7, 5-CH2); 2.71 (2H, t, J = 5.7, 8-CH2);7.82 (1H, d, J = 2.3, H-4); 8.05 (1H, d, J = 2.3, H-2); 11.41(1H, br. s, NH). 13C NMR spectrum (DMSO-d6), delta, ppm:20.2; 22.4; 22.6; 22.7; 107.0; 120.6; 121.6; 124.1; 137.9;138.8; 146.8. Mass spectrum, m/z (Irel, %): 208 [(37Cl)]+(13), 206 [(35Cl)]+ (37), 180 (32), 178 (100), 137 (13), 39(11), 28 (17). Found, %: C 63.81; H 5.49; N 13.47.C11H11ClN2. Calculated, %: C 63.93; H 5.36; N 13.55. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With hydrazine hydrate; In isopropyl alcohol; for 10h;Reflux; | Hydrazine hydrate(45 ml, 0.9 mol) and 2-PrOH (45 ml) were added to 2-bromo-5-chloropyridine (3) (22.43 g, 0.117 mol), and the mixturewas refluxed for 10 h. The solvent was evaporated underreduced pressure, the obtained residue was suspended inwater (50 ml), filtered, washed with ice water (2×20 ml), and air-dried. Yield 13.78 g (82%), white crystals, mp 124-125 (MeOH) (mp 123-125 (benzene)11). Rf 0.45(EtOAc-CHCl3, 1:1). 1H NMR spectrum (CDCl3), delta, ppm(J, Hz): 3.81 (2, br. s, NH2); 5.88 (1, br. s, NH); 6.71(1, d, J = 8.8, H-3); 7.45 (1, dd, J = 8.8, J = 2.3, H-4);8.07 (1H, d, J = 2.3, H-6). 13C NMR spectrum (CDCl3),delta, ppm: 107.3; 118.9; 135.9; 144.4; 158.8. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In methanol; for 0.5h;Reflux; | General procedure: The appropriate aldehyde (0.465 g,8.0 mmol) was added to a solution of hydrazine 1 (0.574 g,4.0 mmol) in methanol (10 ml), and the reactants wererefluxed for 30 min. The reaction mixture was thenevaporated to dryness. Propanal (5-chloropyridin-2-yl)hydrazone (5q). Yield0.691 g (94%), white flakes, mp 109-110 (hexane).Rf 0.75 (EtOAc). IR spectrum, nu, cm-1: 3197, 3134, 3047,3012, 2967, 2930, 2873, 1601, 1580, 1529, 1449, 1393,1308, 1276, 1135, 1098, 1004, 902, 822. A 4:1 mixture oftwo diastereomers. 1H NMR spectrum (CDCl3), delta, ppm(J, Hz): 1.13 (2.4H, t, J = 7.5) and 1.18 (0.6H, t, J = 7.6,CH3); 2.24 (0.4H, q, J = 7.6) and 2.33 (1.6H, t, J = 7.5,CH2); 7.15-7.20 (2H, m, H-3, =CH); 7.50 (0.8, dd,J = 8.9, J = 2.4) and 7.54 (0.2, dd, J = 8.9, J = 2.4, H-4);8.01 (0.8H, d, J = 2.4) and 8.06 (0.2H, d, J = 2.4, H-6);8.12 (0.2H, br. s) and 8.51 (0.8H, br. s, NH). 13C NMRspectrum (CDCl3), delta, ppm: 10.6; 11.0; 19.8; 25.7; 108.2;108.3; 121.5; 122.5; 138.0; 138.1; 144.7; 145.0; 145.4;145.6; 155.3; 155.7. Mass spectrum, m/z (Irel, %): 185[(37Cl)]+ (4), 183 [(35Cl)]+ (12), 156 (29), 154 (100),127 (12), 101 (16), 92 (6), 73 (10). Found, %: C 52.24;H 5.60; N 22.80. C8H10ClN3. Calculated, %: C 52.32;H 5.49; N 22.88 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In methanol; for 0.5h;Reflux; | General procedure: The appropriate aldehyde (0.465 g,8.0 mmol) was added to a solution of hydrazine 1 (0.574 g,4.0 mmol) in methanol (10 ml), and the reactants wererefluxed for 30 min. The reaction mixture was thenevaporated to dryness. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; In methanol;Reflux; | Phenylethanal diethylacetal (0.776 g, 4.0 mmol) and concdHCl (0.4 ml) were added to a solution of hydrazine 1(0.574 g, 4.0 mmol) in methanol (10 ml), and the reactantswere refluxed for 3 h. The reaction mixture was evaporatedto dryness, basified with saturated K2CO3 solution, andextracted with CH2Cl2 (3×10 ml). The extract was driedover anhydrous Na2SO4 and evaporated to dryness. Yield0.932 g (95%), needle-shaped cream colored crystals, mp130-131 (hexane). Rf 0.80 (CHCl3). IR spectrum,nu, cm-1: 3189, 3010, 2968, 1599, 1453, 1395, 1130, 1099,832, 698. A 3:1 mixture of two diastereomers. 1H NMRspectrum (CDCl3), delta, ppm (J, Hz): 3.60 (0.5H, d, J = 5.0) and 3.66 (1.5H, d, J = 5.6, CH2); 7.17-7.39 (7H, m, H Ph,H-3 Py, =CH); 7.53 (0.75, dd, J = 8.9, J = 2.3) and 7.57(0.25, dd, J = 8.9, J = 2.3, H-4 Py); 8.04 (0.75H, d,J = 2.3) and 8.09 (0.25H, d, J = 2.3, H-6 Py); 8.17 (0.75H,br. s) and 8.26 (0.25H, br. s, NH). 13C NMR spectrum(CDCl3), delta, ppm: 33.3; 38.9; 108.2; 108.4; 122.0; 122.9;126.9; 127.1; 128.4; 128.7 (2C); 128.8 (2C); 128.9 (2C);129.1 (2C); 137.0; 137.9; 138.0; 140.9; 141.8; 145.9; 146.0;155.5; 156.7. Mass spectrum, m/z (Irel, %): 247 [(37Cl)]+ (3),245 [(35Cl)]+ (9), 156 (32), 154 (100), 127 (7), 91 (19),65 (8). Found, %: C 63.63; H 4.78; N 17.11. C13H12ClN3.Calculated, %: C 63.55; H 4.92; N 17.10. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
0.884 g | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In ethanol; for 0.5h;Reflux; | General procedure: A solution of the appropriateketone (4.0 mmol) in ethanol (7 ml) was added to asolution of hydrazine 1 (0.574 g, 4.0 mmol) in ethanol(5 ml), and the mixture was refluxed for 30 min. Thesolvent was removed by distillation until constant mass,producing the corresponding hydrazone 5a-p. Theobtained reaction residue was treated with polyphosphoricacid (5 g),12 stirred and heated to 160 (beginning of anexothermic reaction), and maintained at 160-180 untilthe foaming stopped (~5 min). After cooling to ~40, thereaction mixture was suspended in water (30 ml), cooled to0-5C, and adjusted with aqueous 25% NH3 solution to pH9-10. The precipitate that formed was filtered off, washedwith ice water (2×5 ml), methanol (1 ml, cooled to 0),and air-dried, then recrystallized. In the case if oilseparated the reaction mixture was extracted with CH2Cl2(3×20 ml), the extract was dried over anhydrous Na2SO4and evaporated to dryness. The obtained residue wasrecrystallized from methanol or ethyl acetate. |
Tags: 27032-63-9 synthesis path| 27032-63-9 SDS| 27032-63-9 COA| 27032-63-9 purity| 27032-63-9 application| 27032-63-9 NMR| 27032-63-9 COA| 27032-63-9 structure
[ 20712-16-7 ]
5-Chloro-3-methylpyridin-2-amine
Similarity: 0.77
[ 51169-05-2 ]
2-Hydrazinylpyridine hydrochloride
Similarity: 0.83
[ 20712-16-7 ]
5-Chloro-3-methylpyridin-2-amine
Similarity: 0.77
[ 51169-05-2 ]
2-Hydrazinylpyridine hydrochloride
Similarity: 0.83
[ 77992-44-0 ]
(5-Bromopyridin-2-yl)hydrazine
Similarity: 0.70
[ 51169-05-2 ]
2-Hydrazinylpyridine hydrochloride
Similarity: 0.83
[ 20712-16-7 ]
5-Chloro-3-methylpyridin-2-amine
Similarity: 0.77
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P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
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