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inquiryProduct Name: 2,6-Diisopropylaniline Synonyms: Amitraz E.C.;2,6-Diisopropylaniline, 90+%;Boc-D-Ala(beta-cyclobutyl)-OH·;Diisopropylaniline,90%;2,6-diisopropyl-anilin;2,6-diisopropylphenylamine;Aniline, 2,6-diisopropyl-;
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inquiry2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 2h; Sealed tube; Irradiation; Inert atmosphere; | 99% |
1,3-diisopropyl-2-nitrobenzene
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With borane-ammonia complex; copper(II) oxide In methanol at 50℃; for 0.333333h; | 96% |
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 16h; Inert atmosphere; Green chemistry; chemoselective reaction; | 88% |
With sodium tetrahydroborate; iron; water at 20℃; for 16h; | 88% |
With hydrogen; C27H27ClIrNO In methanol at 60℃; under 4560.31 Torr; for 6h; Autoclave; | 78% |
With C22H25ClF3NORu; hydrogen In methanol; water at 80℃; under 2280.15 Torr; Autoclave; | 67% |
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With formic acid; potassium hydroxide In ethanol at 70℃; for 1h; | 94% |
Conditions | Yield |
---|---|
93% |
N-(3-(2,6-diisopropylphenylamino)-3-methylbutan-2-ylidene)-2,6-diisopropylbenzenamine
A
3-[[2,6-bis(1-methylethyl)phenyl]amino]-3-methyl-2-butanone
B
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With sulfuric acid In ethanol; water at 40 - 65℃; for 3 - 4.5h; Inert atmosphere; | A 91% B 91% |
2,6-diisopropyl-1-azidobenzene
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With 1,3-diadamantane-4,5-dihydroimidazole chloride; potassium tert-butylate; bis(pinacol)diborane; copper(l) chloride In toluene at 25℃; for 4h; Schlenk technique; Inert atmosphere; | 91% |
N-methyl-N-allylamine
N-(2,6-diisopropylphenyl)benzimidamide
A
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With bis(trimethylsilyl)amide yttrium(III) In neat (no solvent) at 100℃; for 120h; Inert atmosphere; | A n/a B 85% |
2,6-di(isopropyl)-N-methyleneaniline
A
2,6-diisopropylbenzenamine
B
N,N-dimethyl-2,6-di(isopropyl)aniline
C
N-methyl-2,6-di(isopropyl)aniline
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether Heating; | A 4% B 9% C 79% |
With sodium tetrahydroborate |
2,4,6-tri-t-butylphenyldifluoroborane
A
2,4,6-tri(t-butyl)phenyl-2,6-di(isopropyl)phenyliminoborane
B
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
In hexane byproducts: LiF; dropping a soln. of 2,4,6-tri-t-butylphenyl-difluoroborane in n-hexane to a suspension of freshly lithiated 2,6-di(isopropyl)phenylamine in n-hexane cooled with ice (under N2) followed by refluxing for 3 h; removal of the solvent under reduced pressure and subliming the iminoborane from the residue in anoil pump vacuum, elem. anal.; | A 79% B n/a |
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With methanol; oxalyl dichloride at 20℃; for 2h; | 78% |
2,6-di(isopropyl)-N-methyleneaniline
A
1,3-diisopropylbenzene
B
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With n-Butyl nitrite at 40℃; for 20h; | A 70% B n/a |
Conditions | Yield |
---|---|
With sodium chloride; aluminum (III) chloride under 37503.8 - 45004.5 Torr; Product distribution / selectivity; Friedel Crafts Alkylation; | 52% |
With aluminium trichloride; aluminium at 290℃; under 183877 Torr; |
Conditions | Yield |
---|---|
With sodium chloride; AlCl3(2,6-MIPA)2; 2-isopropyl-6-methylaniline at 260℃; under 37503.8 - 45004.5 Torr; for 5h; Product distribution / selectivity; Friedel Crafts Alkylation; | A 25% B 51% |
3-Methoxy-pyridine-2-carboxylic acid (2,6-diisopropyl-phenyl)-amide
A
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
In sulfuric acid at 25℃; controlled potential electrochem. reduction, (-)Hg/Pt(+), -1000 mV vs. s.c.e.; | A 50% B 30% |
3-Methoxy-pyridine-2-carboxylic acid (2,6-diisopropyl-phenyl)-amide
A
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With water In methanol at 25℃; electrochemical reduction; | A 50% B 30% |
Conditions | Yield |
---|---|
In benzene at 90℃; for 0.25h; Schlenk technique; Inert atmosphere; | A n/a B n/a C 40% |
N-(2,6-diisopropylphenyl)benzimidamide
A
2,6-diisopropylbenzenamine
B
benzonitrile
Conditions | Yield |
---|---|
With bis(trimethylsilyl)amide yttrium(III) In toluene at 100℃; for 120h; Inert atmosphere; | A n/a B 35% |
2,6-di(isopropyl)-N-methyleneaniline
A
1,3-diisopropylbenzene
B
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With n-Butyl nitrite; dichloromethane at 40℃; for 20h; Product distribution; other time, other temp., also with CCl4; | A 25% B n/a C 25% |
3-<(2,6-diisopropylphenyl)imino>-2,2,4,4-tetramethyl-2,4-disilapentane
A
2,6-diisopropylbenzenamine
B
2,6-diisopropylphenylisocyanide
C
2,6-diisopropylphenyl isocyanate
D
2,6-di(isopropyl)-N-methyleneaniline
Conditions | Yield |
---|---|
With tetrachloromethane In benzene-d6 at 20℃; for 2h; Product distribution; Decomposition; Photolysis; | A 5.6 % Chromat. B 82.2 % Chromat. C 6.3 % Chromat. D 5.9 % Chromat. |
N-(2,6-diisopropyl-phenyl)-3-hydroxy-picolinamide
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 35 percent / NaOMe / dimethylformamide / 24 h / Ambient temperature 2: 50 percent / aq. H2SO4 / 25 °C / controlled potential electrochem. reduction, (-)Hg/Pt(+), -1000 mV vs. s.c.e. View Scheme |
1-dodecyltetrazoleacetic acid ethyl ester
B
2,6-diisopropylbenzenamine
4-pyrrolidin-1-ylpyridine
B
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
In not given in hydrocarbon soln.; elem. anal.; |
A
cis-stilben
B
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With H2O In diethyl ether excess of water (1/9 v/v H2O/acetone) added dropwise at room temp.; stirred for 20 min;; solvent removed; extd. with Et2O; filtered through Celite; solvent removed; identified by 1H NMR-spectroscopy;; |
A
trans,trans-2,2,7,7-tetramethylocta-3,5-diene
B
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With H2O In diethyl ether excess of water (1/9 v/v H2O/acetone) added dropwise at room temp.; stirred for 20 min;; solvent removed; extd. with Et2O; filtered through Celite; solvent removed; identified by 1H NMR-spectroscopy;; |
6-(dimethylamino)fulvene
A
6-(2,6-diisopropylanilino)fulvene
B
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
Stage #1: 6-(dimethylamino)fulvene; lithium (2,6-diisopropylphenyl)amide In diethyl ether Inert atmosphere; Stage #2: With acetylacetone In diethyl ether at -40℃; Inert atmosphere; |
4-cyanophenylacetylene
A
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrahydrofuran / 0.17 h / 20 °C 2: 20 °C View Scheme |
methanol
C36H54ClN3O2Si2
A
1,3-diisopropyl-4,5-dimethyl-1H-imidazol-3-ium chloride
B
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
at 20℃; |
methanol
C35H51ClN4Si2
A
1,3-diisopropyl-4,5-dimethyl-1H-imidazol-3-ium chloride
B
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
at 20℃; |
2,6-diisopropylbenzenamine
4-bromo-2,6-diisopropylaniline
Conditions | Yield |
---|---|
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0 - 5℃; for 0.333333h; Inert atmosphere; | 100% |
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0℃; for 2h; | 99% |
With bromine In methanol; dichloromethane at 25℃; for 25.5h; Schlenk technique; Inert atmosphere; | 99% |
2,6-diisopropylbenzenamine
acetic anhydride
N-(2,6-diisopropylphenyl) acetamide
Conditions | Yield |
---|---|
at 0℃; | 100% |
98% | |
With silver trifluoromethanesulfonate at 60℃; for 0.1h; Kinetics; Concentration; Time; neat (no solvent); | 98% |
furfural
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With magnesium sulfate; toluene-4-sulfonic acid In dichloromethane at 20℃; Inert atmosphere; | 100% |
With sulfuric acid In toluene for 20h; Condensation; Heating; | 92% |
With formic acid In ethanol at 20℃; for 4h; Schlenk technique; Inert atmosphere; | 82% |
With formic acid In ethanol at 20℃; for 24h; | 76% |
2,6-diisopropylbenzenamine
2,6-di(isopropyl)-N-methyleneaniline
Conditions | Yield |
---|---|
at 100℃; | 100% |
2-methylchlorobenzene
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With di-μ-bromobis-(tritert-butylphosphine)dipalladium(I); sodium t-butanolate In toluene at 100℃; for 0.75h; Catalytic behavior; Time; Buchwald-Hartwig Coupling; | 100% |
With C34H39N3O4Pd; sodium t-butanolate In 1,4-dioxane at 100℃; for 0.166667h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere; | 99% |
With C28H29Cl2N3OPd; potassium tert-butylate In toluene at 110℃; for 15h; Buchwald-Hartwig Coupling; Schlenk technique; Inert atmosphere; | 99% |
di-tert-butyl dicarbonate
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
Stage #1: 2,6-diisopropylbenzenamine With triethylamine In tetrahydrofuran; water at 20℃; for 0.0833333h; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 0 - 20℃; for 6h; | 100% |
In ethanol at 30℃; for 48h; | 97% |
In water for 48h; Inert atmosphere; | 73% |
2,6-diisopropylbenzenamine
2-bromoethylamine hydrobromide
N1-(2,6-diisopropylphenyl)ethane-1,2-diamine
Conditions | Yield |
---|---|
Stage #1: 2,6-diisopropylbenzenamine; 2-bromoethylamine hydrobromide for 96h; Reflux; Stage #2: With sodium hydroxide In diethyl ether | 100% |
In toluene for 18h; Heating; | 74% |
In toluene at 110℃; for 18h; | 70% |
In toluene at 100℃; for 48h; | 40% |
With sodium hydroxide In toluene at 110℃; for 12h; |
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
acetic acid In ethanol at 20℃; | 100% |
With formic acid In methanol for 8h; Inert atmosphere; Molecular sieve; | 80.7% |
Conditions | Yield |
---|---|
With triethylamine In toluene | 100% |
With triethylamine In diethyl ether | 59% |
2,6-diisopropylbenzenamine
niobium pentachloride
Conditions | Yield |
---|---|
In dichloromethane inert atmosphere; stirring NbCl5 with excess amine (room temp., 10 h); solvent removal (vac.) drying (vac.); elem. anal.; | 100% |
2,6-diisopropylbenzenamine
tantalum pentachloride
Conditions | Yield |
---|---|
In dichloromethane inert atmosphere; stirring TaCl5 with excess amine (room temp., 10 h); solvent removal (vac.) drying (vac.); elem. anal.; | 100% |
1.4-dibromobenzene
2,6-diisopropylbenzenamine
N,N'-bis(2,6-diisopropylphenyl)-p-phenylenediamine
Conditions | Yield |
---|---|
Stage #1: 1.4-dibromobenzene; 2,6-diisopropylbenzenamine With tri-tert-butyl phosphine; sodium t-butanolate; palladium diacetate In toluene at 110℃; for 14h; Stage #2: With water; ammonium chloride In toluene Product distribution / selectivity; | 100% |
Stage #1: 1.4-dibromobenzene; 2,6-diisopropylbenzenamine With tri-tert-butyl phosphine; sodium t-butanolate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) In toluene at 110℃; for 14h; Stage #2: With water; ammonium chloride In toluene Product distribution / selectivity; |
C25H35OP
2,6-diisopropylbenzenamine
((CH3)3C)3C6H2PHC6H4CHNC6H3(CH(CH3)2)2
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In toluene for 13h; Reflux; | 100% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; chloroformic acid ethyl ester In ethyl acetate at 0 - 20℃; for 15h; Inert atmosphere; Schlenk technique; | 100% |
With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran |
2,6-diisopropylbenzenamine
9-(3-(1-(2,6-diisopropylphenyl)-1H-imidazol-2-yl)phenyl)-9H-carbazole-2-carbonitrile
N-(2,6-diisopropylphenyl)-9-(3-(1-(2,6-diisopropylphenyl)-1H-imidazol-2-yl)phenyl)-9H-carbazole-2-carboximidamide
Conditions | Yield |
---|---|
Stage #1: 2,6-diisopropylbenzenamine With trimethylaluminum In toluene at 0 - 20℃; for 2.75h; Stage #2: 9-(3-(1-(2,6-diisopropylphenyl)-1H-imidazol-2-yl)phenyl)-9H-carbazole-2-carbonitrile In toluene at 90℃; for 60h; | 100% |
Conditions | Yield |
---|---|
With acetic acid In methanol for 8h; Reflux; | 100% |
With acetic acid In methanol for 12h; Reflux; |
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere; | 100% |
5,6,7,8-Tetrahydroquinolin-8-one
2,6-diisopropylbenzenamine
2,6-bis(1-methylethyl)-N-(5,6,7-trihydroquinolin-8-ylidene)phenylamine
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In water; toluene for 12h; Reflux; | 100% |
pentacarbonyl(tetrafluoroborato)rhenium
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 12h; | 100% |
2,6-diisopropylbenzenamine
isobutyraldehyde
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; | 100% |
With magnesium sulfate In toluene at 70℃; Inert atmosphere; Schlenk technique; | 97% |
at 20℃; for 72h; Inert atmosphere; Molecular sieve; | 89% |
2,6-diisopropylbenzenamine
benzene-1,2-dicarboxylic acid
Conditions | Yield |
---|---|
In methanol at 20℃; for 2h; Inert atmosphere; Reflux; | 100% |
2,6-diisopropylbenzenamine
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); n-butyllithium; XPhos In toluene at 60 - 100℃; | 100% |
Conditions | Yield |
---|---|
With triethylamine In ethyl acetate at 50℃; for 3h; Schlenk technique; Inert atmosphere; | 99.7% |
carbon disulfide
2,6-diisopropylbenzenamine
N,N'-bis(2,6-diisopropylphenyl)thiourea
Conditions | Yield |
---|---|
With sodium carbonate; triethylamine In water at 20 - 90℃; for 19h; Reagent/catalyst; | 99.1% |
With triethylamine In water at 20 - 90℃; for 15h; | 93% |
With triethylamine In water | |
With triethylamine In water Inert atmosphere; Schlenk technique; |
pyridine-2-carbaldehyde
2,6-diisopropylbenzenamine
2-(((2,6-diisopropylphenyl)imino)methyl)pyridine
Conditions | Yield |
---|---|
In dichloromethane for 20h; Dean-Stark; Reflux; | 99% |
With formic acid In methanol at 20℃; for 10h; | 95% |
With toluene-4-sulfonic acid In diethyl ether at 27℃; for 12h; Inert atmosphere; Schlenk technique; | 95% |
2,6-diisopropylbenzenamine
phenyl isothiocyanate
N'-phenyl-N-(2,6-diisopropylphenyl)thiourea
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 2h; | 99% |
With [{Ph2P(Se)NCH2CH2NPPh2(Se)}Ti(NMe2)2] In toluene at 25℃; for 1h; Schlenk technique; Glovebox; Inert atmosphere; | 99% |
With [κ2-{(Ph2P-(=Se))}2NCH2(C5H4N)ZnCl2] In toluene at 25℃; Schlenk technique; Inert atmosphere; | 85% |
for 2h; Ambient temperature; Yield given; |
2,6-diisopropylbenzenamine
Acetic formic anhydride
N-(2,6-diisopropylphenyl)formamide
Conditions | Yield |
---|---|
In tetrahydrofuran at -20℃; for 0.25h; | 99% |
at 0 - 20℃; for 1h; | 94% |
In tetrahydrofuran at 20℃; | |
In dichloromethane at 0℃; for 3h; | |
In tetrahydrofuran at 20℃; for 15h; Cooling with ice; |
di-tert-butyl dicarbonate
2,6-diisopropylbenzenamine
2,6-diisopropylphenyl isocyanate
Conditions | Yield |
---|---|
With dmap In acetonitrile at 25℃; for 0.166667h; | 99% |
Stage #1: di-tert-butyl dicarbonate; 2,6-diisopropylbenzenamine With dmap In acetonitrile for 0.166667h; Stage #2: With sulfuric acid In water; acetonitrile for 0.0666667h; | 90% |
isocyanate de chlorosulfonyle
2,6-diisopropylbenzenamine
[[[2,6-bis(1-methylethyl)phenyl]amino]carbonyl]sulfamoyl chloride
Conditions | Yield |
---|---|
In diethyl ether at -15℃; for 1h; | 99% |
In diethyl ether at -15℃; for 1.5h; | 75% |
In diethyl ether | 53.79 g (99%) |
In diethyl ether | 53.79 g (99%) |
pyridine-2-carbaldehyde
2,6-diisopropylbenzenamine
2,6-bis(1-methylethyl)-N-(2-pyridinylmethylene)phenylamine
Conditions | Yield |
---|---|
In dichloromethane for 17h; Reflux; | 99% |
With air In dichloromethane for 17h; Reflux; | 99% |
In dichloromethane for 20h; Reflux; Dean-Stark; | 99% |
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