Cyclohexanone oxime
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
With 1H-imidazole; titanium acetate; formyl acetic anhydride In N,N-dimethyl-formamide at 25℃; for 4h; | 97% |
Conditions | Yield |
---|---|
With triphenylphosphine; methyloxirane In dichloromethane for 18h; Ambient temperature; | 76% |
cyclohexanone
formamide
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
With sulfuric acid In toluene for 12h; Condensation; Heating; Dean-Stark-conditions; | 76% |
With sulfuric acid In toluene | 70% |
1-cyano-1-formamidocyclohexane
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran for 6h; Heating; | 74% |
With potassium tert-butylate In tetrahydrofuran for 6h; Reflux; Inert atmosphere; | 74% |
at 590℃; under 14 Torr; |
cyclohexanone
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 61 percent / aq. NH4Cl / diethyl ether / 23 °C 2: 53 percent / Ac2O / 12 h / 23 °C 3: 74 percent / t-BuOK / tetrahydrofuran / 6 h / Heating View Scheme |
1-amino-1-cyanocyclohexane
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 53 percent / Ac2O / 12 h / 23 °C 2: 74 percent / t-BuOK / tetrahydrofuran / 6 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: HCO2H 2: 590 °C / 14 Torr View Scheme |
1-hydroxy-1-cyclohexanecarbonitrile
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: liq. NH3 / methanol 2: HCO2H 3: 590 °C / 14 Torr View Scheme |
N-(cyclohexen-1-yl)formamide
1-isocyanocyclohexene
Conditions | Yield |
---|---|
With pyridine; 1,3,5-trichloro-2,4,6-triazine In dichloromethane at 100℃; for 0.166667h; microwave irradiation; | 96% |
With benzene-1,3-disulfonyl chloride; triethylamine In dichloromethane at 110℃; for 1h; | 94% |
With Burgess Reagent In dichloromethane for 12h; Ambient temperature; | 77% |
N-(cyclohexen-1-yl)formamide
A
1-isocyanocyclohexene
B
1-Isocyano-7-oxa-bicyclo[4.1.0]heptane
Conditions | Yield |
---|---|
With trifluoromethylsulfonic anhydride; i-PrNEt; 3,3-dimethyldioxirane 1.) CH2Cl2, -40 deg C; 2.) -78 deg C; Yield given. Multistep reaction. Yields of byproduct given; | |
With trifluoromethylsulfonic anhydride; 3,3-dimethyldioxirane; N-ethyl-N,N-diisopropylamine 1.) CH2Cl2, -40 deg C; 2.) -78 deg C; Yield given. Multistep reaction. Yields of byproduct given; |
N-(cyclohexen-1-yl)formamide
rac-2-[(2-tert-butyloxycarbonyl-aminoethyl)-(2-thymin-methyl-benzoyl)-amino]-3,3-dimethyl-butyric acid-(cyclohexen-1-yl)-amide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 71 percent / phosgene; NEt3 / CH2Cl2 / 1 h / 0 °C 2: 52 percent / methanol / 48 h / 20 °C View Scheme |
N-(cyclohexen-1-yl)formamide
rac-2-[(2-isobutyryl-aminophenyl)-thyminacetyl-amino]-biphenyl-4-yl-acetic acid-(cyclohexen-1-yl)-amide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 71 percent / phosgene; NEt3 / CH2Cl2 / 1 h / 0 °C 2: 51 percent / methanol / 48 h / 20 °C View Scheme |
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 71 percent / phosgene; NEt3 / CH2Cl2 / 1 h / 0 °C 2: 39 percent / methanol / 48 h / 20 °C View Scheme |
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 71 percent / phosgene; NEt3 / CH2Cl2 / 1 h / 0 °C 2: 31 percent / methanol / 48 h / 20 °C View Scheme |
N-(cyclohexen-1-yl)formamide
rac-2-[(2-tert-butyloxycarbonyl-aminoethyl)-N6-benzyloxycarbonyl-adeninacetyl-amino]-ortho-chlorophenylacetic acid-(cyclohexen-1-yl)-amide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 71 percent / phosgene; NEt3 / CH2Cl2 / 1 h / 0 °C 2: 78 percent / methanol / 48 h / 20 °C View Scheme |
N-(cyclohexen-1-yl)formamide
2-[Acetyl-(4-methoxy-benzyl)-amino]-N-cyclohex-1-enyl-3-methyl-butyramide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / diazabicyclo<2.2.2>octane, triethylenediamine, triphosgene / CH2Cl2 / 0.5 h / 0 °C 2: methanol / 12 h / Ambient temperature View Scheme |
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / diazabicyclo<2.2.2>octane, triethylenediamine, triphosgene / CH2Cl2 / 0.5 h / 0 °C 2: methanol / 12 h / Ambient temperature View Scheme |
N-(cyclohexen-1-yl)formamide
(R,S)-N-(1-cylohexenyl)-2-(N'-(4-methoxybenzyl)formamido)phenylacetamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / diazabicyclo<2.2.2>octane, triethylenediamine, triphosgene / CH2Cl2 / 0.5 h / 0 °C 2: 72 percent / methanol / 12 h / Ambient temperature View Scheme |
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / diazabicyclo<2.2.2>octane, triethylenediamine, triphosgene / CH2Cl2 / 0.5 h / 0 °C 2: methanol / 12 h / Ambient temperature View Scheme |
N-(cyclohexen-1-yl)formamide
2-[Acetyl-(4-methoxy-benzyl)-amino]-N-cyclohex-1-enyl-2-phenyl-acetamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / diazabicyclo<2.2.2>octane, triethylenediamine, triphosgene / CH2Cl2 / 0.5 h / 0 °C 2: methanol / 12 h / Ambient temperature View Scheme |
N-(cyclohexen-1-yl)formamide
1-[Acetyl-(4-methoxy-benzyl)-amino]-cyclohexanecarboxylic acid cyclohex-1-enylamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / diazabicyclo<2.2.2>octane, triethylenediamine, triphosgene / CH2Cl2 / 0.5 h / 0 °C 2: methanol / 12 h / Ambient temperature View Scheme |
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / diazabicyclo<2.2.2>octane, triethylenediamine, triphosgene / CH2Cl2 / 0.5 h / 0 °C 2: methanol / 12 h / Ambient temperature View Scheme |
N-(cyclohexen-1-yl)formamide
N-Cyclohex-1-enyl-2-phenyl-2-piperidin-1-yl-acetamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / diazabicyclo<2.2.2>octane, triethylenediamine, triphosgene / CH2Cl2 / 0.5 h / 0 °C 2: methanol / 12 h / Ambient temperature View Scheme |
N-(cyclohexen-1-yl)formamide
N-Butyl-N-[(cyclohex-1-enylcarbamoyl)-phenyl-methyl]-benzamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / diazabicyclo<2.2.2>octane, triethylenediamine, triphosgene / CH2Cl2 / 0.5 h / 0 °C 2: methanol / 12 h / Ambient temperature View Scheme |
N-(cyclohexen-1-yl)formamide
(R,S)-N-(1-cyclohexenyl)-2-(N'-(4-methoxybenzyl)-2-aminobenzamido)-3-methylbutanamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / diazabicyclo<2.2.2>octane, triethylenediamine, triphosgene / CH2Cl2 / 0.5 h / 0 °C 2: 1.) 4 A molecular sieves / 1.) CH3OH, 23 deg C, 1 h, 2.) CH3OH, hexane, 23 deg C, 18 h View Scheme |
N-(cyclohexen-1-yl)formamide
2-Amino-N-butyl-N-[(cyclohex-1-enylcarbamoyl)-phenyl-methyl]-5-iodo-benzamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / diazabicyclo<2.2.2>octane, triethylenediamine, triphosgene / CH2Cl2 / 0.5 h / 0 °C 2: 1.) 4 A molecular sieves / 1.) CH3OH, 23 deg C, 1 h, 2.) CH3OH, hexane, 23 deg C, 18 h View Scheme |
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 60 percent / diazabicyclo<2.2.2>octane, triethylenediamine, triphosgene / CH2Cl2 / 0.5 h / 0 °C 2: 85 percent / methanol / 12 h / Ambient temperature View Scheme |
N-(cyclohexen-1-yl)formamide
C27H35N3O4
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: triethylamine; trichlorophosphate / tetrahydrofuran / 0.75 h / 0 °C / Inert atmosphere 2.1: methanol / 0.25 h / 20 °C / Inert atmosphere 2.2: 0.5 h / 20 °C / Inert atmosphere View Scheme |
N-(cyclohexen-1-yl)formamide
1-cyclohexenyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-D-glycero-D-idoheptonamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylamine; trichlorophosphate / dichloromethane / 1 h / -30 °C / Inert atmosphere 2: methanol / 0 - 5 °C / Inert atmosphere View Scheme |
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Burgess Reagent / acetonitrile / 0.17 h / 50 °C / Microwave irradiation 2: ammonia / 2,2,2-trifluoroethanol / 0.17 h / 80 °C / Microwave irradiation View Scheme |
N-(cyclohexen-1-yl)formamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Burgess Reagent / acetonitrile / 0.17 h / 50 °C / Microwave irradiation 2: ammonia / 2,2,2-trifluoroethanol / 0.17 h / 80 °C / Microwave irradiation View Scheme |
Molecular Structure of N-(1-Cyclohexenyl)formamide (CAS No.40652-40-2):
Molecular Formula: C7H11NO
Molecular Weight: 125.17
Systematic Name: N-Cyclohex-1-en-1-ylformamide
CAS No: 40652-40-2
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 20.31 Å2
Index of Refraction: 1.494
Molar Refractivity: 36.08 cm3
Molar Volume: 123.8 cm3
Surface Tension: 35.2 dyne/cm
Density: 1.01 g/cm3
Flash Point: 158.8 °C
Melting point: 58-63 ºC
Enthalpy of Vaporization: 52.12 kJ/mol
Boiling Point: 282.3 °C at 760 mmHg
Vapour Pressure: 0.00338 mmHg at 25°C
InChI: InChI=1/C7H11NO/c9-6-8-7-4-2-1-3-5-7/h4,6H,1-3,5H2,(H,8,9)
InChIKey: PMOWTTQUPBFWRL-UHFFFAOYAJ
Std. InChI: InChI=1S/C7H11NO/c9-6-8-7-4-2-1-3-5-7/h4,6H,1-3,5H2,(H,8,9)
Std. InChIKey: PMOWTTQUPBFWRL-UHFFFAOYSA-N
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
F: 10-23
N-(1-Cyclohexenyl)formamide (CAS No.40652-40-2), it also can be called 1-Formamido-1-cyclohexene .
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