4-Fluoro-3-nitroaniline
4-fluoro-3-nitrophenylazide
Conditions | Yield |
---|---|
Stage #1: 4-Fluoro-3-nitroaniline With hydrogenchloride; sodium nitrite In water at 70℃; Stage #2: With sodium azide In water at 70℃; | 98% |
With sodium azide; tert.-butylnitrite In tert-butyl alcohol at 20℃; for 1h; | 92% |
Stage #1: 4-Fluoro-3-nitroaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h; Stage #2: With sodium azide In water at 20℃; for 0.5h; | 75% |
Stage #1: 4-Fluoro-3-nitroaniline With hydrogenchloride; sodium nitrite In water at 5℃; for 0.5h; Cooling with ice; Stage #2: With sodium azide In water at 0℃; | 73% |
(i) aq. H2SO4, NaNO2, (ii) aq. NaN3; Multistep reaction; |
Conditions | Yield |
---|---|
Stage #1: 4-Fluoro-3-nitroaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.166667h; Stage #2: sodium azide In water at 0℃; for 4.25h; |
4-fluoro-3-nitrophenylazide
(1R,2R,3S,4R,5S)-4-(2-chloro-6-(prop-2-ynylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol
(1R,2R,3S,4R,5S)-4-(2-chloro-6-((1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)methylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In water; tert-butyl alcohol at 20℃; | 96% |
With sodium ascorbate; copper(II) sulfate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In dichloromethane; water; tert-butyl alcohol at 20℃; Inert atmosphere; | 96% |
4-fluoro-3-nitrophenylazide
(1S,2R,3S,4R,5S)-4-[2-chloro-6-(3-(nona-1,8-diynyl)phenylmethylamino)-9H-purin-9-yl]-2,3-dihydroxybicyclo[3.1.0]hexane-1-carboxylic acid N-methylamide
(1S,2R,3S,4R,5S)-4-[2-chloro-6-(3-(7-(1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)hept-1-ynyl)benzylamino)-9H-purin-9-yl]-2,3-dihydroxybicyclo[3.1.0]hexane-1-carboxylic acid N-methylamide
Conditions | Yield |
---|---|
With sodium ascorbate; copper(II) sulfate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In dichloromethane; water; tert-butyl alcohol at 20℃; Inert atmosphere; | 96% |
thiobenzoic acid
4-fluoro-3-nitrophenylazide
N-(4-fluoro-3-nitrophenyl)-benzylamide
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine In methanol at 25℃; for 15h; | 95% |
4-fluoro-3-nitrophenylazide
(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(octa-1,7-diynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol
(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(6-(1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)hex-1-ynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol
Conditions | Yield |
---|---|
With sodium ascorbate; copper(II) sulfate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In dichloromethane; water; tert-butyl alcohol at 20℃; Inert atmosphere; | 95% |
4-fluoro-3-nitrophenylazide
thioacetic acid
N-(4-fluoro-3-nitrophenyl)acetamide
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine In methanol at 25℃; for 15h; | 94% |
4-fluoro-3-nitrophenylazide
(1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(1,7-octadiynyl)-9H-purin-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide
MRS5223
Conditions | Yield |
---|---|
With copper(II) sulphate hydrate; sodium L-ascorbate In tetrahydrofuran; water at 20℃; regioselective reaction; | 94% |
With copper(ll) sulfate pentahydrate; sodium L-ascorbate In tetrahydrofuran; water at 20℃; | 94% |
4-fluoro-3-nitrophenylazide
(1S,2R,3S,4R,5S)-4-[2-chloro-6-(3-(octa-1,7-diynyl)phenylmethylamino)-9H-purin-9-yl]-2,3-dihydroxybicyclo[3.1.0]hexane-1-carboxylic acid N-methylamide
(1S,2R,3S,4R,5S)-4-[2-chloro-6-(3-(6-(1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)hex-1-ynyl)benzylamino)-9H-purin-9-yl]-2,3-dihydroxybicyclo[3.1.0]hexane-1-carboxylic acid N-methylamide
Conditions | Yield |
---|---|
With sodium ascorbate; copper(II) sulfate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In dichloromethane; water; tert-butyl alcohol at 20℃; Inert atmosphere; | 94% |
4-fluoro-3-nitrophenylazide
(1S,2R,3S,4R,5S)-4-(2-chloro-6-(prop-2-ynylamino)-9H-purin-9-yl)-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide
(1S,2R,3S,4R,5S)-4-(2-chloro-6-((1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)methylamino)-9H-purin-9-yl)-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In water; tert-butyl alcohol at 20℃; | 92% |
With sodium ascorbate; copper(II) sulfate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In dichloromethane; water; tert-butyl alcohol at 20℃; Inert atmosphere; | 92% |
4-fluoro-3-nitrophenylazide
17α-aminomethyl-3,3-(dimethoxy)-5α-androstan-17β-ol
17α-[(N-4-azido-2-nitrophenyl)aminomethyl]-3,3-dimethoxy-5α-androstan-17β-ol
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; diethyl ether; ethanol | 91% |
4-fluoro-3-nitrophenylazide
(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(hepta-1,6-diynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol
(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(5-(1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)pent-1-ynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In dichloromethane; water; tert-butyl alcohol at 20℃; | 91% |
With sodium ascorbate; copper(II) sulfate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In dichloromethane; water; tert-butyl alcohol at 20℃; Inert atmosphere; | 91% |
4-fluoro-3-nitrophenylazide
(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(nona-1,8-diynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol
(1R,2R,3S,4R,5S)-4-(2-chloro-6-(3-(7-(1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)hept-1-ynyl)benzylamino)-9H-purin-9-yl)bicyclo[3.1.0]hexane-2,3-diol
Conditions | Yield |
---|---|
With sodium ascorbate; copper(II) sulfate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In dichloromethane; water; tert-butyl alcohol at 20℃; Inert atmosphere; | 91% |
4-fluoro-3-nitrophenylazide
(1S,2R,3S,4R,5S)-4-[2-chloro-6-(3-(hepta-1,6-diynyl)phenylmethylamino)-9H-purin-9-yl]-2,3-dihydroxybicyclo[3.1.0]hexane-1-carboxylic acid N-methylamide
(1S,2R,3S,4R,5S)-4-[2-chloro-6-(3-(5-(1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)pent-1-ynyl)benzylamino)-9H-purin-9-yl]-2,3-dihydroxybicyclo[3.1.0]hexane-1-carboxylic acid N-methylamide
Conditions | Yield |
---|---|
With copper(II) sulfate; sodium L-ascorbate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In dichloromethane; water; tert-butyl alcohol at 20℃; | 90% |
With sodium ascorbate; copper(II) sulfate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In dichloromethane; water; tert-butyl alcohol at 20℃; Inert atmosphere; | 90% |
4-fluoro-3-nitrophenylazide
ethylenediamine
4-(2-aminoethyl)amino-3-nitro-phenylazide (napa)
Conditions | Yield |
---|---|
In dichloromethane for 24h; Ambient temperature; | 89% |
In dichloromethane for 0.5h; Ambient temperature; in the dark; | 70% |
4-fluoro-3-nitrophenylazide
(1'S,2'R,3'S,4'R,5'S)-4'-[6-(3-chlorobenzylamino)-2-(1,6-heptadiynyl)-9H-purin-9-yl]-2',3'-dihydroxybicyclo[3.1.0]hexane-1'-carboxylic acid N-methylamide
(1S,2R,3S,4R,5S)-4-(6-(3-chlorobenzylamino)-2-(5-(1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)pent-1-ynyl)-9H-purin-9-yl)-2,3-dihydroxybicyclo[3.1.0]hexane-1-carboxylic acid N-methylamide
Conditions | Yield |
---|---|
With copper(II) sulphate hydrate; sodium L-ascorbate In tetrahydrofuran; water at 20℃; regioselective reaction; | 89% |
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; sodium L-ascorbate In dichloromethane; water at 20℃; | 87% |
4-fluoro-3-nitrophenylazide
6-methyl-2-oxo-1-(prop-2-yn-1-yl)-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile
1-((1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)methyl)-6-methyl-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile
Conditions | Yield |
---|---|
Stage #1: 6-methyl-2-oxo-1-(prop-2-yn-1-yl)-4-(trifluoromethyl)-1,2-dihydropyridine-3-carbonitrile With copper(l) iodide In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 4-fluoro-3-nitrophenylazide In tetrahydrofuran for 12h; | 86% |
4-fluoro-3-nitrophenylazide
6-phenyl-2-(prop-2-yn-1-yloxy)-4-(trifluoromethyl)nicotinonitrile
2-((1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazol-4-yl)methoxy)-6-phenyl-4-(trifluoromethyl)nicotinonitrile
Conditions | Yield |
---|---|
Stage #1: 6-phenyl-2-(prop-2-yn-1-yloxy)-4-(trifluoromethyl)nicotinonitrile With copper(l) iodide In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 4-fluoro-3-nitrophenylazide In tetrahydrofuran for 12h; | 85% |
4-fluoro-3-nitrophenylazide
ethyl 2-(prop-2-ynyloxy)-2-(trifluoromethyl)-2H-chromene-3-carboxylate
ethyl 2-((1-(4-fluoro-3-nitrophenyl)-1H-1,2,3-triazole-4-yl)methoxy)-2-(trifluoromethyl)-2H-chromene-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(prop-2-ynyloxy)-2-(trifluoromethyl)-2H-chromene-3-carboxylate With copper(l) iodide In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #2: 4-fluoro-3-nitrophenylazide In tetrahydrofuran at 20℃; | 82% |
Conditions | Yield |
---|---|
In methanol; N,N-dimethyl-formamide at 80℃; | 80% |
1,6-Hexanediamine
4-fluoro-3-nitrophenylazide
N'-(4-azido-2-nitrophenyl)hexane-1,6-diamine
Conditions | Yield |
---|---|
In methanol at 20℃; for 12h; Inert atmosphere; | 80% |
Geraniol
4-fluoro-3-nitrophenylazide
p-azido-o-nitrophenyl geranyl ether
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran for 14h; Ambient temperature; | 76% |
4-fluoro-3-nitrophenylazide
diethylamine
Conditions | Yield |
---|---|
In acetonitrile at 40℃; for 3h; | 67% |
4-fluoro-3-nitrophenylazide
(8R,9S,13S,14S,16S)-16-(4-Amino-but-2-ynyl)-3-(tert-butyl-dimethyl-silanyloxy)-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide for 44h; Ambient temperature; | 59.9% |
4-fluoro-3-nitrophenylazide
histamine dichloride
water ethanol
sodium carbonate
4(5)-[2-(4-azido-2-nitroanilino)ethyl]imidazole hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride | 58% |
6-amino-1-hexanol
4-fluoro-3-nitrophenylazide
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane at 20℃; for 2h; | 55% |
In 1,4-dioxane | |
Stage #1: 6-amino-1-hexanol; 4-fluoro-3-nitrophenylazide In 1,4-dioxane at 20℃; for 0.333333h; Stage #2: With triethylamine In 1,4-dioxane at 20 - 55℃; for 16h; | 16 g |
Conditions | Yield |
---|---|
In tetrahydrofuran for 0.5h; | 54% |
4-fluoro-3-nitrophenylazide
3,3-(dimethoxy)-17α-aminopropyl-17β-hydroxy-5α-androstan-3-one
17α-[(N-4-azido-2-nitrophenyl)aminopropyl]-3,3-dimethoxy-5α-androstan-17β-ol
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; diethyl ether; ethanol | 47% |
4-fluoro-3-nitrophenylazide
N-(2-aminoethyl)-N'-cyano-N''-<3-<3-(1-piperidinylmethyl)phenoxy>propyl>guanidine
C25H32N10O3
Conditions | Yield |
---|---|
With sodium carbonate In ethanol for 15h; Heating; | 45% |
Conditions | Yield |
---|---|
With sodium carbonate In ethanol for 15h; Heating; | 44% |
The Benzene,4-azido-1-fluoro-2-nitro-, with the CAS registry number 2817-13-2, is also known as 2-Nitro-4-azidofluorobenzene. Its EINECS number is 248-878-6. This chemical's molecular formula is C6H3FN4O2 and formula weight is 182.11. What's more, its IUPAC name is 4-azido-1-fluoro-2-nitrobenzene. Its classification code is Mutation data. Its storage temperature is 2-8°C.It is used as an affinity label for insulin to give mono-azide-nitrophenyl-insulin derivatives. It is highly flammable. Once heated, it may cause an explosion. It is toxic by inhalation, in contact with skin and if swallowed. When using it, you should wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
Physical properties about 4-Fluoro-3-nitrophenyl azide are:
(1)ACD/LogP:2.441; (2) # of Rule of 5 Violations:0; (3)ACD/LogD (pH 5.5):2.44; (4)ACD/LogD (pH 7.4):2.44; (5)ACD/BCF (pH 5.5):42.18; (6)ACD/BCF (pH 7.4):42.18; (7)ACD/KOC (pH 5.5): 506.86; (8)ACD/KOC (pH 7.4): 506.86; (9)#H bond acceptors: 6; (10)#H bond donors:0; (11)#Freely Rotating Bonds:2.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC(=C(C=C1N=[N+]=[N-])[N+](=O)[O-])F
(2)InChI: InChI=1S/C6H3FN4O2/c7-5-2-1-4(9-10-8)3-6(5)11(12)13/h1-3H
(3)InChIKey: VCTBSHQJICJJFV-UHFFFAOYSA-N
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