Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 150812-21-8 | MDL No. : | MFCD12828054 |
Formula : | C13H12FN3O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | XTDZJOIEYRRRGJ-UHFFFAOYSA-N |
M.W : | 261.25 | Pubchem ID : | 20096587 |
Synonyms : |
|
Num. heavy atoms : | 19 |
Num. arom. heavy atoms : | 12 |
Fraction Csp3 : | 0.08 |
Num. rotatable bonds : | 4 |
Num. H-bond acceptors : | 3.0 |
Num. H-bond donors : | 2.0 |
Molar Refractivity : | 73.42 |
TPSA : | 83.87 Ų |
GI absorption : | High |
BBB permeant : | No |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | Yes |
CYP2C9 inhibitor : | Yes |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | Yes |
Log Kp (skin permeation) : | -5.91 cm/s |
Log Po/w (iLOGP) : | 2.08 |
Log Po/w (XLOGP3) : | 2.79 |
Log Po/w (WLOGP) : | 3.01 |
Log Po/w (MLOGP) : | 2.0 |
Log Po/w (SILICOS-IT) : | 0.56 |
Consensus Log Po/w : | 2.09 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -3.42 |
Solubility : | 0.0991 mg/ml ; 0.000379 mol/l |
Class : | Soluble |
Log S (Ali) : | -4.21 |
Solubility : | 0.0162 mg/ml ; 0.000062 mol/l |
Class : | Moderately soluble |
Log S (SILICOS-IT) : | -4.67 |
Solubility : | 0.00552 mg/ml ; 0.0000211 mol/l |
Class : | Moderately soluble |
PAINS : | 0.0 alert |
Brenk : | 3.0 alert |
Leadlikeness : | 0.0 |
Synthetic accessibility : | 2.31 |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 | UN#: | |
Hazard Statements: | H315-H319 | Packing Group: | |
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 |
---|---|---|
88% | With sodium ethanolate at 20 - 25℃; for 1.5h; | 2 A vessel was charged with 4-(4-fluorobenzylamino)-2-nitroaniline (1.0 equiv.; 1.0 wt), NaOEt (2.0 equiv.; 0.52 wt), and diethylcarbonate (DEC) (7 vol). The heterogeneous mixture was stirred at 20-25 °C for 1.5 h or until complete by HPLC. Acetic acid (2.0 equiv) was charged and the mixture was heated to 40-50 °C. H20 and n-BuOH were added to the mixture and the layers were separated. The organic mixture was concentrated under vacuum and n-BuOH was added and distilled via constant volume distillation. The distillation was continued until the desired ratio was obtained. n-BuOH was added and the mixture was adjusted to 60-65 °C to dissolve all solids. The batch temperature was adjusted to 50°C and seeded with 2-ethoxycarbonylamino-5-(4- fluorobenzylamino)-nitrobenzene. The suspension was stirred at 50°C and then cooled to 0°C. The solid was filtered and washed with cold n-BuOH. The solid was dried under reduced pressure at 20-40 °C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With sodium tetrahydroborate In 1,4-dioxane; methanol at 20℃; for 2h; | Representative procedure for the synthesis of compounds HN21,hit 1, HN36-HN10, and HN41- HN410 To a solution of 2-nitro-1,4-phenylenediamine 5 (7.65 g, 0.05mol) and PTSA (0.25 g) in toluene (200 mL), was added 4-fluorobenzaldehyde(6.8 g, 55.0 mmol). The stirred reaction mixturewas heated to reflux under a water sepatator for 3 h. Themixture was filtered quickly through a Büchner funnel packedwith silica gel. The filtrate was stirred and allowed to cool toroom temperature over 6 h. The orange solid was filtered andwashed with petroleum ether (3×15 mL) to give an orangesolid (10.0 g, yield: 77.2%). The resulting solid was suspendedin a mixture of 1,4-dioxane (40 mL) and methanol (10 mL). Tothis suspension, was added three separate portions of NaBH4(1.2 g, 31.6 mmol) at 15-min intervals. The reaction was allowedto stir at room temperature for 2 h, and quenched withwater (200 mL). The resulting solid was collected by filtration,washed with water, and dried under vacuum to give compound6 (4.91 g, yield: 94%). 1H NMR (300 MHz, CDCl3): δ7.31 (t, J=8.1 Hz, 3H), 7.03 (t, J=8.7 Hz, 2H), 6.84 (dd, J=8.7, 2.7Hz, 1H), 6.69 (d, J=9.0 Hz, 1H), 5.74 (s, 2H), 4.25 (d, J=5.1 Hz,2H); LC-MS m/z (%): 284.1 (100) [M+Na]+. |
94% | With sodium tetrahydroborate In 1,4-dioxane; methanol at 20℃; | |
85% | With sodium tetrahydroborate In water; isopropyl alcohol at 20℃; | 18.29 Example-18: Preparation of 2-amino-5-(4-fiuorobenzylamino) nitrobenzene from 2-amino-5-(4-fluorobenzylideneamino) nitrobenzene Experiment-29: In a mixture of isopropyl alcohol (320 ml) and DM water (27.8 ml) is charged 2-amino-5-(4-fluorobenzylideneamino) nitrobenzene (80 g) at RT. Then sodium borohydride (17.6 g) is added slowly in 2 hours in four equal lots at time interval of 30 minutes at RT and stirred at RT for 14-16 hrs. Then adjust the pH to 1.5-2.0 with 4N HC1 maintaining temperature 25-30°C and stir for 30 minutes at RT. Again adjust the pH to 10-10.5 with liquor ammonia maintaining temperature 25-30°C. Stir at 25-30°C for 30 minutes and filtered the solid, washed with aqueous HC1 solution followed by DM water and dried under vacuum at 40-45°C to get 2-amino-5-(4-fluorobenzylamino) nitrobenzene (68.5 g) as product. Yield: 85%; HPLC Purity: 95.9% |
With sodium tetrahydroborate; sodium hydroxide at 75℃; | 1 4-Amino-2-nitroaniline (1.0 equiv.; 1.0 wt) was dissolved in I PA. The mixture was warmed to 75 °C and 4-fluorobenzaldehyde (1.05 equiv.; 0.285 wt) was added. When formation of imine was complete, a solution of NaBH4 in 0.1 % NaOH was added. After complete reduction of the imine at 75 °C, water was added to the hot mixture. The mixture was cooled and acetone (0.2 vol) was added. The mixture was cooled to 15 °C and held for at least 30 minutes. Dark brown crystalline solid was collected, washed with water, and dried under vacuum at 50 - 55 °C.Percent yield range observed: 79 - 85% | |
0.573 g | With methanol; sodium tetrahydroborate In 1,4-dioxane for 10.75h; | (4-Amino-3-nitrophenyl)[(4-fluorophenyl)methyl]amine (1-2). (4-Amino-3-nitrophenyl)[(4-fluorophenyl)methyl]amine (1-2). A solution of 2-nitro-/?- phenylenediamine (0.998 g, 6.19 mmol) and 3 A mol. sieves (3.00 g) in xylenes (30 mL) was heated to 90 °C and treated with 4-fluorobenzaldehyde (0.690 mL, 6.27 mmol). The resulting solution was allowed to stir for 20 h, filtered through a short pad of S1O2, allowed to cool for 6 h, and the solid precipitate filtered off to give the crude imine (0.719 g), that was dissolved in 1,4- dioxane (4 mL) and MeOH (1 mL) and NaBH4 (0.157 g, 4.11 mmol) was added in 3 batches at 15 min intervals. The solution was stirred for 10 h, quenched with H20 (25 mL), and the solid filtered to give 1-2 (0.573 g, 2.19 mmol, 35%): Mp 113- 114 °C; IR (ATR) 3517.98, 3497.88, 3395.77, 3372.60, 1578.67, 1503.24, 1406.73, 1329.96 cm 1 ; NMR (CDCI3, 400 MHz) δ 7.33 (app. dd, 2 H, / = 5.4, 2.2 Hz), 7.30 (d, 1 H, / = 2.8 Hz), 7.04 (app. t, 2 H, / = 8.6 Hz), 6.84 (dd, 1 H, / = 8.8, 2.8 Hz), 6.70 (d, 1 H, / = 8.8 Hz), 5.73 (br s, 2 H), 4.26 (d, 2 H, / = 4.0 Hz); 13C NMR (CDCb, 100 MHz) δ 162.3 (d, J = 245.0 Hz), 139.4, 138.3, 134.6 (d, J = 2.9 Hz), 132.6, 129.4 (d, J = 8.0 Hz), 125.4, 120.2, 115.7 (d, / = 22.0 Hz), 106.1, 48.4; HRMS (HESI) m/z calcd for C13H13N3O2F (M+H) 262.0986, found 262.0981. |
0.573 g | With sodium tetrahydroborate In 1,4-dioxane; methanol for 10.5h; Inert atmosphere; | (4-Amino-3-nitrophenyl)[(4-fluorophenyl)methyl]amine. A mixture of 2-nitro-pphenylenediamine (0.998 g, 6.19 mmol) and 3 Å molecular sieves (3 g) in xylenes (30 mL) was heated to 90 oC and treated with 4-fluorobenzaldehyde (0.690 mL, 6.27 mmol). The reaction mixture was allowed to stir for 20 h, filtered through a short pad of SiO2, and allowed to cool for 6 h. A solid precipitate was filtered off and dried in vacuo to give crude imine (0.719 g), that was dissolved in 1,4-dioxane (4 mL) and MeOH (1 mL) and treated with NaBH4 (0.157 g, 4.11mmol) in 3 batches at 15 min intervals. The solution was stirred for 10 h, and quenched with H2O (25 mL). The solid precipitated was filtered and dried to give colorless (4-amino-3-nitrophenyl)[(4-fluorophenyl)methyl]amine (0.573 g, 2.19 mmol, 35%). |
103 mg | With 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In neat (no solvent) at 20℃; for 24h; Schlenk technique; Inert atmosphere; chemoselective reaction; | |
99 %Spectr. | With formic acid; C38H41ClN6Rh(3+)*3F6P(1-); triethylamine In methanol at 20℃; for 16h; Schlenk technique; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: isopropyl alcohol / 75 °C 2: sodium hydroxide; sodium tetrahydroborate / 75 °C | ||
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / toluene / 3 h / Reflux 2: sodium tetrahydroborate / 1,4-dioxane; methanol / 2 h / 20 °C | ||
Multi-step reaction with 2 steps 1: 5,5-dimethyl-1,3-cyclohexadiene / 20 h / 90 °C / Molecular sieve 2: methanol; sodium tetrahydroborate / 1,4-dioxane / 10.75 h |
Multi-step reaction with 2 steps 1: 5,5-dimethyl-1,3-cyclohexadiene / 20 h / 90 °C / Molecular sieve; Inert atmosphere 2: sodium tetrahydroborate / 1,4-dioxane; methanol / 10.5 h / Inert atmosphere | ||
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / toluene / 120 °C 2: sodium tetrahydroborate / 1,4-dioxane; methanol / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65.6% | With sodium tetrahydroborate; In water; isopropyl alcohol; at 20℃; | Experiment-30: Charged 2-nitro-p-phenylenediamine (10 g) and 4- fluorobenzaldehyde (9.3 ml) in isopropyl alcohol (125 ml) and DM water (5.9 ml) mixture under stirring at RT. Then sodium borohydride (4.97 g) is added slowly in 2 hours in four equal lots at time interval of 30 minutes at RT and stirred at RT for 21-24 hrs. Then adjust the pH to 1.5-2.0 with 4N HC1 maintaining temperature 25-30C and stir for 30 minutes at RT. Then filtered the residue, washed with plenty of DM water and residue was then taken in DM water and stirred for 20-30 minutes. The solid appeared is filtered, washed with DM water and dried under vacuum at 40-45C to get 2-amino-5-(4-fluorobenzylamino) nitrobenzene (11.2 g) as product. Yield: 65.6%; HPLC Purity: 99.86% |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 - 30 °C / Inert atmosphere 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 - 70 °C / Inert atmosphere 3: hydrogen; 5%-palladium/activated carbon / 1,4-dioxane; ethanol / 20 °C / 760.05 Torr | ||
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 70 °C / Inert atmosphere 2: N-ethyl-N,N-diisopropylamine; dmap / 1,4-dioxane / 90 °C / Inert atmosphere 3: palladium on activated charcoal; hydrogen / methanol / 2 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20 - 30℃; Inert atmosphere; | 1 Example 1 - Synthesis of VI (P = carbobenzoxy, CBZ) In a suitable reactor, rendered inert with nitrogen, 7.7 g of intermediate III is dissolved at room temperature in 150 ml of dioxane and 5.9 ml of diisopropylethylamine is added. The solution is cooled to 20°C and 4.8 ml of benzyl chloroformate is dropped therein, maintaining the temperature at 20- 30°C. The reaction is monitored by HPLC until reagent III disappears. The reaction is quenched in a mixture consisting of 500 ml of 1 : 1 water/dichloromethane. The phases are separated and the aqueous phase is extracted with dichloromethane. The combined organic phases are washed with water. The organic phase is concentrated to obtain 1 1.0 g of VI (P = CBZ) as oil (Yield = 95%). |
69% | With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 70℃; Inert atmosphere; | |
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; for 5h; | A^-(4-Amino-3-nitrophenyl)-N-[(4fluorophenyl)methyl](phenylmethoxy)carboxamide (1-42). A^-(4-Amino-3-nitrophenyl)-N-[(4fluorophenyl)methyl](phenylmethoxy)carboxamide (1-42). A solution of 1-2 (0.207 g, 0.792 mmol) and DIPEA (0.140 mL, 0.848 mmol) in 1 ,4-dioxane (4 mL) at rt was treated dropwise via syringe with benzyl chloroformate (0.120 mL, 0.819 mmol). The resulting solution was allowed to stir at rt for 5 h and was then quenched with 1 : 1 H20:CH2Cl2 (6.5 mL). The phases were separated and the aqueous phase extracted with CH2CI2 (3 x 5 mL). The combined organic phases were washed with brine, dried (Na2S04), filtered, and the solvent evaporated under reduced pressure to give crude 1-42 (0.420 g) as an orange oil which was used without further purification. |
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃; for 5h; Inert atmosphere; | N-(4-Amino-3-nitrophenyl)-N-[(4-fluorophenyl)methyl](phenylmethoxy)carboxamide. A solution of (4-amino-3-nitrophenyl)[(4-fluorophenyl)methyl]amine (0.207 g, 0.792 mmol) and DIPEA (0.140 mL, 0.848 mmol) in 1,4-dioxane (4 mL) at rt was treated dropwise via syringe with benzyl chloroformate (0.120 mL, 0.819 mmol). The reaction mixture was allowed to stir atrt for 5 h and was then quenched with H2O/CH2Cl2 (1:1, 6.5 mL). The aqueous layer was extracted with CH2Cl2 (3 x 5 mL). The combined organic layers were washed with brine, dried (Na2SO4), filtered, and concentrated under reduced pressure to give crude N-(4-amino-3-nitrophenyl)-N-[(4-fluorophenyl)methyl](phenylmethoxy)carboxamide (0.420 g) as an orange oilthat was used without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: hydrogen / methanol / 3 h / 20 °C / 760.05 Torr 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 60 °C 4: trifluoroacetic acid / dichloromethane / 60 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: hydrogen / methanol / 3 h / 20 °C / 760.05 Torr 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 60 °C 4: trifluoroacetic acid / dichloromethane / 60 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 °C | ||
Multi-step reaction with 3 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: hydrogen / methanol / 3 h / 20 °C / 760.05 Torr 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / Cooling with ice | ||
Multi-step reaction with 2 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: hydrogen / methanol / 3 h / 20 °C / 760.05 Torr 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 2 h / 60 °C | ||
Multi-step reaction with 4 steps 1: hydrogen; palladium 10% on activated carbon / tetrahydrofuran 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 50 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With palladium on activated charcoal; hydrogen In methanol at 20℃; | |
99.6% | With palladium 10% on activated carbon; hydrogen In tetrahydrofuran | 4.1 4.1. Synthesis of tert-butyl 2-(tert-butoxycarbonyl imino)-4-(N-parafluorobenzyl-imino)-aniline formate Preparation example4: synthesis of ethyl 2-amino-4-(N-parafluorobenzyl-N-allyl-imino) -aniline formate (K20) RRN 54,594.1. Synthesis of tert-butyl 2-(tert-butoxycarbonyl imino)-4-(N-parafluorobenzyl-imino)-aniline formateAccording to a procudure similar to that of Preparation example 1, intermediate 2-nitro -4-(N-parafluorobenzyl-imino)-aniline was obtained by using o-nitro paraphenylene diamine and parafluorobenzaldehyde as starting materials. 2-nitro-4-(N-parafluorobenzyl-imino)-aniline (2.61g, 0.01mol) was dissolved in THF (30mL) and air therein was replace with N2. Then Pd-C (10%, 261mg) was rapidly added and N2 therein was replaced with H2. The hydrogenation reaction was conducted overnight, and the resulting resction solution was filtered and concentrated to produce a product of 2-amino-4-(N-parafluorobenzyl-imino)-aniline (2.3g, 99.6%, colorless oil, instable, prone to be oxidized and deteriorated), which was rapidly used in nest step. 1H NMR(300 MHz, CDCl3): δ 7.32(t, J=8.7Hz, 2H), 7.02(t, J=8.7Hz, 2H), 6.58(d, J=8.7Hz, 1H), 6.01-6.08(m, 2H), 4.22(s, 2H). |
99.6% | With palladium 10% on activated carbon; hydrogen In tetrahydrofuran | 4.1 4.1. 4.1. Synthesis of tert-butyl 2-(tert-butoxycarbonyl imino)-4-(N-parafluorobenzyl-imino)-aniline formate [0083] 2-amino-4-(N-parafluorobenzyl-imino)-aniline (1 g, 4.32 mmol) obtained in the above step was dissolved in THF/ H2O (40 mL, 1:1), di-tert-butoxy carbonic anhydride (Boc2O) (2.83 g, 12.96 mmol) and sodium bicarbonate (1.16 g, 12.96 mmol) were added thereto. The resulting solution was stirred overnight at room temperature, diluted with water, and extracted with EtOAc (30 mL×3). The combined organic phases were washed with saturated saline solution (15 mL×3), dried with anhydrous Na2SO4. The pooled organic phase was concentrated under reduced pressure to remove solvent, and the residue was purified by silica gel chromatography column (PE/EtOAc=5:1) to produce an intermediate tert-butyl 2-(tert-butoxycarbonyl imino)-4-(N-parafluorobenzyl-imino)-aniline formate (1.67 g, 89.5%, colorless oil). 1H NMR (300 MHz, CDCl3): δ 7.28 (t, J=8.7 Hz, 2H), 7.00 (t, J=8.7 Hz, 3H), 6.89 (s, 1H), 6.26 (d, J=8.7 Hz, 1H), 4.25 (s, 2H), 1.48 (s, 18H) [0085] 2-amino-4-(N-parafluorobenzyl-imino)-aniline (1 g, 4.32 mmol) obtained in the above step was dissolved in THF/ H2O (40 mL, 1:1), di-tert-butoxy carbonic anhydride (Boc2O) (2.83 g, 12.96 mmol) and sodium bicarbonate (1.16 g, 12.96 mmol) were added thereto. The resulting solution was stirred overnight at room temperature, diluted with water, and extracted with EtOAc (30 mL×3). The combined organic phases were washed with saturated saline solution (15 mL×3), dried with anhydrous Na2SO4. The pooled organic phase was concentrated under reduced pressure to remove solvent, and the residue was purified by silica gel chromatography column (PE/EtOAc=5:1) to produce an intermediate tert-butyl 2-(tert-butoxycarbonyl imino)-4-(N-parafluorobenzyl-imino)-aniline formate (1.67 g, 89.5%, colorless oil). 1H NMR (300 MHz, CDCl3): δ 7.28 (t, J=8.7 Hz, 2H), 7.00 (t, J=8.7 Hz, 3H), 6.89 (s, 1H), 6.26 (d, J=8.7 Hz, 1H), 4.25 (s, 2H), 1.48 (s, 18H |
With hydrogen In methanol at 20℃; for 3h; | Representative procedure for the synthesis of compounds HN21,hit 1, HN36-HN10, and HN41- HN410 Compound 6 (2.61 g, 10.0 mmol) was hydrogenated underatmospheric pressure of hydrogen for 3 h in MeOH (30 mL)catalysed by Raney-Ni (10%, 261 mg). The catalyst was filteredoff and the filtrate was concentrated. The product, compound7, should be used immediately in the next reaction. Toa solution of 7 (1.0 g, 4.32 mmol) in THF: H2O (40 ml, 2:1, v/v),was added Boc2O (2.83 g, 12.96 mmol) and NaHCO3 (1.16 g,12.96 mmol). The mixture was stirred at room temperatureovernight. The mixture was extracted with EtOAc (3×30 mL).The combined organic phases were dried over sodium sulfateand concentrated in vacuo. Purification (5:1 petroleum ether:EtOAc, v/v) by silica gel column chromatography gave compound8 (1.67 g, yield: 89.5%). 1H NMR (300 MHz, CDCl3): δ7.28 (t, J=8.7 Hz, 2H), 7.00 (t, J=8.7 Hz, 3H), 6.89 (s, 1H), 6.26 (d,J=8.7 Hz, 1H), 4.25 (s, 2H), 1.48 (s, 18H); LC-MS m/z (%): 454.2(100) [M+Na]+. | |
With palladium 10% on activated carbon; hydrogen In 1,4-dioxane; ethanol at 20℃; for 18h; | (3,4-Diaminophenyl)[(4-fluorophenyl)methyl]amine (1-45). (3,4-Diaminophenyl)[(4-fluorophenyl)methyl]amine (1-45). A suspension of 1-2 (0.101 g, 0.321 mmol) and 10% Pd/C (0.035 g, 0.032 mmol) in 1 ,4-dioxane (1.6 mL) and EtOH (0.80 mL) was allowed to stir at rt under an H2 atmosphere (balloon) for 18 h. The reaction mixture was diluted with Et20 (10 mL), filtered through a pad of celite, and the solvent evaporated under reduced pressure. Further drying under high vacuum gave crude 1-45 (0.077 g) as a brown oil which was used without further purification. | |
With palladium 10% on activated carbon; hydrogen In 1,4-dioxane; ethanol at 20℃; for 18h; | (3,4-Diaminophenyl)[(4-fluorophenyl)methyl]amine. A suspension of (4-amino-3-nitrophenyl)[(4-fluorophenyl)methyl]amine (0.101 g, 0.321 mmol) and 10% Pd/C (0.035 g,0.032 mmol) in 1,4-dioxane (1.6 mL) and EtOH (0.80 mL) was allowed to stir at rt under an H2 atmosphere (balloon) for 18 h. The reaction mixture was diluted with Et2O (10 mL), filtered through a pad of celite, and concentrated under reduced pressure. Further drying under high vacuum gave crude (3,4-diaminophenyl)[(4-fluorophenyl)methyl]amine (0.077 g) as a brown oil which was used without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: hydrogen / methanol / 3 h / 20 °C / 760.05 Torr 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C | ||
Multi-step reaction with 2 steps 1: hydrogen; palladium 10% on activated carbon / tetrahydrofuran 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C | ||
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C |
Multi-step reaction with 2 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: hydrogen / methanol / 3 h / 20 °C / 760.05 Torr 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C | ||
Multi-step reaction with 3 steps 1: hydrogen; palladium 10% on activated carbon / tetrahydrofuran 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 50 °C | ||
Multi-step reaction with 3 steps 1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 50 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: hydrogen / methanol / 3 h / 20 °C / 760.05 Torr 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 2 h / 60 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 20 °C | ||
Multi-step reaction with 5 steps 1: hydrogen; palladium 10% on activated carbon / tetrahydrofuran 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 50 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 0 - 20 °C | ||
Multi-step reaction with 5 steps 1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 50 °C 4: dichloromethane / 1 h / 20 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 1 h / 0 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 5 h / 20 °C 2: toluene; 1,4-dioxane / 48 h / 70 °C | ||
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 5 h / 20 °C / Inert atmosphere 2: N-ethyl-N,N-diisopropylamine / toluene; 1,4-dioxane / 48 h / 70 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 5 h / 20 °C 2: toluene; 1,4-dioxane / 48 h / 70 °C 3: palladium 10% on activated carbon; hydrogen / 1,4-dioxane; ethanol / 18 h / 20 °C | ||
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 5 h / 20 °C / Inert atmosphere 2: N-ethyl-N,N-diisopropylamine / toluene; 1,4-dioxane / 48 h / 70 °C / Inert atmosphere 3: palladium 10% on activated carbon; hydrogen / 1,4-dioxane; ethanol / 18 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / 1,4-dioxane; ethanol / 18 h / 20 °C 2: triethylamine / dichloromethane / 18 h / 20 °C | ||
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / 1,4-dioxane; ethanol / 18 h / 20 °C 2: triethylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / 1,4-dioxane; ethanol / 18 h / 20 °C 2: triethylamine / dichloromethane / 18 h / 20 °C | ||
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / 1,4-dioxane; ethanol / 18 h / 20 °C 2: triethylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C 6: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C 6: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C 6: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C 6: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C 6: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C 6: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C 6: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: palladium on activated charcoal; hydrogen / methanol / 20 °C 2: sodium hydrogencarbonate / tetrahydrofuran; water / 20 °C 3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 60 °C 4: trifluoroacetic acid / dichloromethane / 1 h / 0 °C 5: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C 6: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 4 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide 2: dmap / tetrahydrofuran / 12 h / 80 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide 2: dmap / tetrahydrofuran / 12 h / 80 °C / Inert atmosphere 3: zinc; ammonium chloride / methanol; water / 3 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide 2: dmap / tetrahydrofuran / 12 h / 80 °C / Inert atmosphere 3: zinc; ammonium chloride / methanol; water / 3 h 4: N-ethyl-N,N-diisopropylamine / methanol; water / 2 h / 0 - 20 °C |
Tags: 150812-21-8 synthesis path| 150812-21-8 SDS| 150812-21-8 COA| 150812-21-8 purity| 150812-21-8 application| 150812-21-8 NMR| 150812-21-8 COA| 150812-21-8 structure
[ 1263404-74-5 ]
N1-(4-Fluorobenzyl)-4-nitrobenzene-1,3-diamine
Similarity: 1.00
[ 100460-79-5 ]
N-(4-Fluorobenzyl)-2-nitroaniline
Similarity: 0.96
[ 131885-34-2 ]
N-Benzyl-5-fluoro-2-nitroaniline
Similarity: 0.94
[ 1263404-74-5 ]
N1-(4-Fluorobenzyl)-4-nitrobenzene-1,3-diamine
Similarity: 1.00
[ 100460-79-5 ]
N-(4-Fluorobenzyl)-2-nitroaniline
Similarity: 0.96
[ 131885-34-2 ]
N-Benzyl-5-fluoro-2-nitroaniline
Similarity: 0.94
[ 1221792-11-5 ]
N-(4-Aminobenzyl)-2-nitroaniline
Similarity: 0.85
[ 1263404-74-5 ]
N1-(4-Fluorobenzyl)-4-nitrobenzene-1,3-diamine
Similarity: 1.00
[ 100460-79-5 ]
N-(4-Fluorobenzyl)-2-nitroaniline
Similarity: 0.96
[ 131885-34-2 ]
N-Benzyl-5-fluoro-2-nitroaniline
Similarity: 0.94
[ 1221792-11-5 ]
N-(4-Aminobenzyl)-2-nitroaniline
Similarity: 0.85
[ 1263404-74-5 ]
N1-(4-Fluorobenzyl)-4-nitrobenzene-1,3-diamine
Similarity: 1.00
[ 100460-79-5 ]
N-(4-Fluorobenzyl)-2-nitroaniline
Similarity: 0.96
[ 131885-34-2 ]
N-Benzyl-5-fluoro-2-nitroaniline
Similarity: 0.94
[ 1221792-11-5 ]
N-(4-Aminobenzyl)-2-nitroaniline
Similarity: 0.85
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
P103 | Read label before use |
Prevention | |
Code | Phrase |
P201 | Obtain special instructions before use. |
P202 | Do not handle until all safety precautions have been read and understood. |
P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
P242 | Use only non-sparking tools. |
P243 | Take precautionary measures against static discharge. |
P244 | Keep reduction valves free from grease and oil. |
P250 | Do not subject to grinding/shock/friction. |
P251 | Pressurized container: Do not pierce or burn, even after use. |
P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
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. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
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. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
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.
Home
* Country/Region
* Quantity Required :
* Cat. No.:
* CAS No :
* Product Name :
* Additional Information :