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122590-77-6 Usage

Chemical Properties

4-Azido-2,3,5,6-tetrafluorobenzoicacid is Colourless Solid

Uses

4-Azido-2,3,5,6-tetrafluorobenzoic acid is a fluorinated aryl azide that has been used as a photo-cross linker to study the estrogen receptor. l max = 258nm; e= 17 x 10-3

Check Digit Verification of cas no

The CAS Registry Mumber 122590-77-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,2,5,9 and 0 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 122590-77:
(8*1)+(7*2)+(6*2)+(5*5)+(4*9)+(3*0)+(2*7)+(1*7)=116
116 % 10 = 6
So 122590-77-6 is a valid CAS Registry Number.
InChI:InChI=1/C7HF4N3O2/c8-2-1(7(15)16)3(9)5(11)6(4(2)10)13-14-12/h(H,15,16)

122590-77-6 Well-known Company Product Price

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  • TCI America

  • (A2674)  4-Azido-2,3,5,6-tetrafluorobenzoic Acid  >98.0%(T)(HPLC)

  • 122590-77-6

  • 1g

  • 1,290.00CNY

  • Detail

122590-77-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-azido-2,3,5,6-tetrafluorobenzoic acid

1.2 Other means of identification

Product number -
Other names Benzoic acid,4-azido-2,3,5,6-tetrafluoro

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:122590-77-6 SDS

122590-77-6Synthetic route

methyl 4-azidotetrafluorobenzoate
122590-75-4

methyl 4-azidotetrafluorobenzoate

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 25℃;98%
With sodium hydroxide In methanol at 25℃; Hydrolysis;98%
With water; sodium hydroxide In methanol at 20℃; for 25h;96%
4-amino-2,3,5,6-tetrafluorobenzoic acid
944-43-4

4-amino-2,3,5,6-tetrafluorobenzoic acid

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

Conditions
ConditionsYield
Stage #1: 4-amino-2,3,5,6-tetrafluorobenzoic acid With sodium nitrite In trifluoroacetic acid for 1h;
Stage #2: With sodium azide In diethyl ether for 2h; Further stages.;
95%
Stage #1: 4-amino-2,3,5,6-tetrafluorobenzoic acid With sulfuric acid; sodium nitrite In water at 0℃; for 0.666667h;
Stage #2: With sodium azide In water at 20℃; for 1h;
80%
With sodium azide; sodium nitrite 1.) TFA, 0 deg C, 0.5 h; 2.) Et2O, 1 h; Yield given. Multistep reaction;
Stage #1: 4-amino-2,3,5,6-tetrafluorobenzoic acid With hydrogenchloride; sodium nitrite In water at 0℃;
Stage #2: With sodium azide at 0℃;
4-azidotetrafluorobenzamide
122616-98-2

4-azidotetrafluorobenzamide

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

Conditions
ConditionsYield
With sodium peroxide In water at 50℃; for 42h;64%
succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate
126695-58-7

succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate

hexadecylphosphocholine
58066-85-6

hexadecylphosphocholine

A

phosphoric acid 2-(4-azido-2,3,5,6-tetrafluoro-benzoylamino)-ethyl ester hexadecyl ester

phosphoric acid 2-(4-azido-2,3,5,6-tetrafluoro-benzoylamino)-ethyl ester hexadecyl ester

B

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

Conditions
ConditionsYield
Title compound not separated from byproducts;
methyl pentafluorobenzoate
36629-42-2

methyl pentafluorobenzoate

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / NaN3 / acetone; H2O / 16 h / Heating
2: 98 percent / aq. NaOH / methanol / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: 87 percent / sodium azide / acetone; H2O / 7 h / Heating
2: 95 percent / NaOH / H2O; methanol / 8 h / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: 87 percent / NaN3 / acetone; H2O / 8 h / Heating
2: 98 percent / 20percent aq. NaOH / methanol; H2O / 25 °C
View Scheme
methyl 4-amino-2,3,5,6-tetrafluorobenzoate
715-37-7

methyl 4-amino-2,3,5,6-tetrafluorobenzoate

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / TFA, NaNO2, NaN3 / 2.67 h / 0 °C
2: 94 percent / LiOH*H2O / methanol; H2O / 23 h / 25 °C
View Scheme
Pentafluorobenzonitrile
773-82-0

Pentafluorobenzonitrile

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 18 percent / H2O2, (n-C4H9)4NHSO4, 20percent aq. NaOH / CH2Cl2 / 40 h / 25 °C
2: 64 percent / Na2O2 / H2O / 42 h / 50 °C
View Scheme
2,3,4,5,6-pentafluorobenzamide
652-31-3

2,3,4,5,6-pentafluorobenzamide

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 83 percent / NaN3 / acetone; H2O / 8 h / Heating
2: 64 percent / Na2O2 / H2O / 42 h / 50 °C
View Scheme
Pentafluorobenzoic acid
602-94-8

Pentafluorobenzoic acid

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 96 percent / conc. H2SO4 / CCl4 / Heating
2: 87 percent / NaN3 / acetone; H2O / 8 h / Heating
3: 98 percent / 20percent aq. NaOH / methanol; H2O / 25 °C
View Scheme
perfluorophenyl azide
1423-15-0

perfluorophenyl azide

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

2,3,5,6-tetrafluoro-4-(methoxycarbonyl)benzoic acid
954-15-4

2,3,5,6-tetrafluoro-4-(methoxycarbonyl)benzoic acid

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

Conditions
ConditionsYield
With sodium azide In water; acetone at 85℃; for 6h;
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

4-Azido-2,3,5,6-tetrafluorobenzoyl Chloride
122590-78-7

4-Azido-2,3,5,6-tetrafluorobenzoyl Chloride

Conditions
ConditionsYield
With phosphorus pentachloride In diethyl ether for 0.166667h;100%
With phosphorus pentachloride In diethyl ether at 20℃; for 1h; Substitution;100%
With sulfuryl dichloride In hexane Heating;79%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate
126695-58-7

succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 25℃;99%
With dicyclohexyl-carbodiimide In tetrahydrofuran at 25℃; for 34h;99%
With dicyclohexyl-carbodiimide In acetonitrile90%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate
126695-58-7

succinimidyl 4-azido-2,3,5,6-tetrafluorobenzoate

Conditions
ConditionsYield
With EDAC; sodium sulfate In dichloromethane94%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

N-Cyanoguanidine
127099-85-8, 780722-26-1

N-Cyanoguanidine

4‐(5‐carbamimidamido‐1H‐tetrazol‐1‐yl)‐2,3,5,6‐tetrafluorobenzoic acid

4‐(5‐carbamimidamido‐1H‐tetrazol‐1‐yl)‐2,3,5,6‐tetrafluorobenzoic acid

Conditions
ConditionsYield
With 5,10,15,20‐tetrakis‐(4‐sulfonatophenyl)‐porphyrin‐iron(III) chloride In ethanol; water at 60℃; for 43830h; Green chemistry;90%
4-((4-aminobutyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide
1202899-91-9

4-((4-aminobutyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

4-((4-(4-azido-2,3,5,6-tetrafluorobenzamido)butyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide
1592668-55-7

4-((4-(4-azido-2,3,5,6-tetrafluorobenzamido)butyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 24h;88%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

thioacetic acid
507-09-5

thioacetic acid

4-acetamido-2,3,5,6-tetrafluorobenzoic acid

4-acetamido-2,3,5,6-tetrafluorobenzoic acid

Conditions
ConditionsYield
Stage #1: 4-azido-2,3,5,6-tetrafluorobenzoic acid With sodium hydroxide In water Sonication;
Stage #2: tiolacetic acid In water for 0.333333h; pH-value; Reagent/catalyst;
88%
4-((3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide
1592668-43-3

4-((3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

4-((1-(4-azido-2,3,5,6-tetrafluorophenyl)-1-oxo-6,9,12-trioxa-2-azapentadecan-15-yl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide
1592668-58-0

4-((1-(4-azido-2,3,5,6-tetrafluorophenyl)-1-oxo-6,9,12-trioxa-2-azapentadecan-15-yl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 24h;87%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

triphenylphosphine
603-35-0

triphenylphosphine

2,3,5,6-tetrafluoro-4-[(triphenylphosphoranylidene)amino]benzoic acid

2,3,5,6-tetrafluoro-4-[(triphenylphosphoranylidene)amino]benzoic acid

Conditions
ConditionsYield
In acetonitrile at 20℃; for 1h; Staudinger Azide Reduction; Inert atmosphere;85%
12-hydroxy-dodecanethioic acid S-propyl ester
864970-89-8

12-hydroxy-dodecanethioic acid S-propyl ester

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

4-azido-2,3,5,6-tetrafluoro-benzoic acid 11-propylsulfanylcarbonyl-undecyl ester
864970-94-5

4-azido-2,3,5,6-tetrafluoro-benzoic acid 11-propylsulfanylcarbonyl-undecyl ester

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane80.9%
C25H24N4O

C25H24N4O

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

C32H23F4N7O2

C32H23F4N7O2

Conditions
ConditionsYield
Stage #1: 4-azido-2,3,5,6-tetrafluorobenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere;
Stage #2: C25H24N4O With dmap In N,N-dimethyl-formamide at 20℃; for 8h; Inert atmosphere;
79%
(R)-1-(1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)-3-(prop-2-ynyl)urea

(R)-1-(1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)-3-(prop-2-ynyl)urea

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

(R)-2,3,5,6-tetrafluoro-4-(4-((3-(1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)ureido)methyl)-1H-1,2,3-triazol-1-yl)benzoic acid

(R)-2,3,5,6-tetrafluoro-4-(4-((3-(1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)ureido)methyl)-1H-1,2,3-triazol-1-yl)benzoic acid

Conditions
ConditionsYield
With copper(II) sulfate; sodium L-ascorbate In water; tert-butyl alcohol78%
3-azidopropylamine
88192-19-2

3-azidopropylamine

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

C10H7F4N7O

C10H7F4N7O

Conditions
ConditionsYield
Stage #1: 4-azido-2,3,5,6-tetrafluorobenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.166667h;
Stage #2: 3-azidopropylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
78%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

1,1'-carbonyldiimidazole

1,1'-carbonyldiimidazole

N-<(4-azidotetrafluorophenyl)carbonyl>imidazole

N-<(4-azidotetrafluorophenyl)carbonyl>imidazole

Conditions
ConditionsYield
In tetrahydrofuran for 1.5h;70%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

2,3,5,6-tetrafluoro-4-azidobenzyl alcohol
126695-59-8

2,3,5,6-tetrafluoro-4-azidobenzyl alcohol

Conditions
ConditionsYield
Stage #1: 4-azido-2,3,5,6-tetrafluorobenzoic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 1h;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran at 20℃; for 2h;
70%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

ethylene glycol
107-21-1

ethylene glycol

ethane-1,2-diyl bis(4-azido-2,3,5,6-tetrafluorobenzoate)

ethane-1,2-diyl bis(4-azido-2,3,5,6-tetrafluorobenzoate)

Conditions
ConditionsYield
Stage #1: 4-azido-2,3,5,6-tetrafluorobenzoic acid; ethylene glycol With dmap In dichloromethane at 20℃; for 0.5h;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;
70%
4-((8-aminooctyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide
1592668-41-1

4-((8-aminooctyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

4-((8-(4-azido-2,3,5,6-tetrafluorobenzamido)octyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide
1592668-56-8

4-((8-(4-azido-2,3,5,6-tetrafluorobenzamido)octyl)amino)-N2,N6-di(quinolin-3-yl)pyridine-2,6-dicarboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 24h;69%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

4-sulfotetrafluorophenyl trifluoroacetate

4-sulfotetrafluorophenyl trifluoroacetate

sodium; 4-(4-azido-2,3,5,6-tetrafluoro-benzoyloxy)-2,3,5,6-tetrafluoro-benzenesulfonate

sodium; 4-(4-azido-2,3,5,6-tetrafluoro-benzoyloxy)-2,3,5,6-tetrafluoro-benzenesulfonate

Conditions
ConditionsYield
With pyridine In acetonitrile at 35℃; for 5h;68%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

4-amino-2,3,5,6-tetrafluorobenzoic acid
944-43-4

4-amino-2,3,5,6-tetrafluorobenzoic acid

Conditions
ConditionsYield
With sodium L-ascorbate; copper(II) sulfate In tetrahydrofuran at 70℃; for 22h;68%
1-bromo-6-hexanol
4286-55-9

1-bromo-6-hexanol

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

C13H12BrF4N3O2

C13H12BrF4N3O2

Conditions
ConditionsYield
Stage #1: 4-azido-2,3,5,6-tetrafluorobenzoic acid With thionyl chloride at 20℃; for 17h; Reflux;
Stage #2: 1-bromo-6-hexanol With triethylamine In dichloromethane at 0 - 20℃; for 13h;
67%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

21-hydroxy-12,13-desoxyepothilone B
252981-50-3

21-hydroxy-12,13-desoxyepothilone B

4-Azido-2,3,5,6-tetrafluoro-benzoic acid 4-[(E)-2-((Z)-(2S,9S,10S,11R,14S)-10,14-dihydroxy-5,9,11,13,13-pentamethyl-12,16-dioxo-oxacyclohexadec-4-en-2-yl)-propenyl]-thiazol-2-ylmethyl ester

4-Azido-2,3,5,6-tetrafluoro-benzoic acid 4-[(E)-2-((Z)-(2S,9S,10S,11R,14S)-10,14-dihydroxy-5,9,11,13,13-pentamethyl-12,16-dioxo-oxacyclohexadec-4-en-2-yl)-propenyl]-thiazol-2-ylmethyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In dichloromethane at 0℃;63%
With dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 2h;63%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

N-<(4-azidotetrafluorophenyl)carbonyl>imidazole

N-<(4-azidotetrafluorophenyl)carbonyl>imidazole

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h;60%
1-{2-[2-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethyl}pyrrole-2,5-dione

1-{2-[2-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethyl}pyrrole-2,5-dione

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

2-{2-[2-(2-{2-[2-(2,5-dioxo-2,5-dihydropyrrol-1-yl)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}ethyl 4-azido-2,3,5,6-tetrafluorobenzoate

2-{2-[2-(2-{2-[2-(2,5-dioxo-2,5-dihydropyrrol-1-yl)ethoxy]ethoxy}ethoxy)ethoxy]ethoxy}ethyl 4-azido-2,3,5,6-tetrafluorobenzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 4h;60%
formaldehyd
50-00-0

formaldehyd

C13H24N4O4S

C13H24N4O4S

isocyanoacetic acid methyl ester
39687-95-1

isocyanoacetic acid methyl ester

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

C25H30F4N8O8S

C25H30F4N8O8S

Conditions
ConditionsYield
In methanol at 100℃; for 0.333333h; Microwave irradiation;59%
1-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl)pyrrole-2,5-dione

1-(2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl)pyrrole-2,5-dione

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

2-(2-{2-[2-(2,5-dioxo-2,5-dihydropyrrol-1-yl)ethoxy]ethoxy}ethoxy)ethyl 4-azido-2,3,5,6-tetrafluorobenzoate

2-(2-{2-[2-(2,5-dioxo-2,5-dihydropyrrol-1-yl)ethoxy]ethoxy}ethoxy)ethyl 4-azido-2,3,5,6-tetrafluorobenzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 4h;59%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

methyl 3,5-diaminobenzoate
1949-55-9

methyl 3,5-diaminobenzoate

Methyl 3-(4-Azido-2,3,5,6-tetrafluorobenzamido)-5-aminobenzoate
138724-23-9

Methyl 3-(4-Azido-2,3,5,6-tetrafluorobenzamido)-5-aminobenzoate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In chloroform for 15h;58%
1-pyrenemethanol
24463-15-8

1-pyrenemethanol

4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

1-[(4-azido-2,3,5,6-tetrafluorobenzoyloxy)methyl]pyrene
1144517-32-7

1-[(4-azido-2,3,5,6-tetrafluorobenzoyloxy)methyl]pyrene

Conditions
ConditionsYield
With 2-chloro-1-methyl-pyridinium iodide; triethylamine In dichloromethane at 20℃; for 4.5h; Inert atmosphere;58%
4-azido-2,3,5,6-tetrafluorobenzoic acid
122590-77-6

4-azido-2,3,5,6-tetrafluorobenzoic acid

4-trimethylsilylethynyl aniline
75867-39-9

4-trimethylsilylethynyl aniline

4-azido-N-(4-(2-trimethylsilylethynyl)phenyl)-2,3,5,6-tetrafluorobenzamide
1469890-54-7

4-azido-N-(4-(2-trimethylsilylethynyl)phenyl)-2,3,5,6-tetrafluorobenzamide

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In toluene at 60℃; for 24h;58%

122590-77-6Relevant articles and documents

Rh2(II)-Catalyzed intermolecular N-Aryl aziridination of olefins using nonactivated N atom precursors

Deng, Tianning,Mazumdar, Wrickban,Yoshinaga, Yuki,Patel, Pooja B.,Malo, Dana,Malo, Tala,Wink, Donald J.,Driver, Tom G.

supporting information, p. 19149 - 19159 (2021/11/23)

The development of the first intermolecular Rh2(II)-catalyzed aziridination of olefins using anilines as nonactivated N atom precursors and an iodine(III) reagent as the stoichiometric oxidant is reported. This reaction requires the transfer of an N-aryl nitrene fragment from the iminoiodinane intermediate to a Rh2(II) carboxylate catalyst; in the absence of a catalyst only diaryldiazene formation was observed. This N-aryl aziridination is general and can be successfully realized by using as little as 1 equiv of the olefin. Di-, tri-, and tetrasubstituted cyclic or acylic olefins can be employed as substrates, and a range of aniline and heteroarylamine N atom precursors are tolerated. The Rh2(II)-catalyzed N atom transfer to the olefin is stereospecific as well as chemo- and diastereoselective to produce the N-aryl aziridine as the only amination product. Because the chemistry of nonactivated N-aryl aziridines is underexplored, the reactivity of N-aryl aziridines was explored toward a range of nucleophiles to stereoselectively access privileged 1,2-stereodiads unavailable from epoxides, and removal of the N-2,4-dinitrophenyl group was demonstrated to show that functionalized primary amines can be constructed.

Iron (III)-porphyrin Complex FeTSPP as an efficient catalyst for synthesis of tetrazole derivatives via [2?+?3]cycloaddition reaction in aqueous medium

El-Remaily, Mahmoud Abd El Aleem Ali Ali,Elhady

, (2019/06/08)

The metal complex (5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin-iron (III) chloride (FeTSPP) was new employed in an environmentally benign protocol as an efficient catalyst for a “click” chemistry approach for the synthesis of tetrazole and guanindinyltetrazole derivatives via [2?+?3] cycloaddition reaction of nitriles and azide derivatives in aqueous medium. The synthesized compounds were obtained in excellent yield, short reaction times and a recoverable catalyst.

COMPOSITIONS AND METHODS OF CERENKOV TARGETED AND ACTIVATED IMAGING AND THERAPEUTICS

-

Paragraph 0138, (2017/02/24)

Described herein are compositions and methods that confine Cerenkov light to a localized area for targeted treatment and/or imaging of tumor cells. In certain embodiments, such compositions include a Cerenkov-activated tagging agent comprising a payload and a covalent binding unit such as an azide. The payload can be an imaging agent, a contrast agent, and/or a therapeutic. In certain embodiments, a radiolabelled biomarker (e.g., 18F-FDG (fluorodeoxyglucose), 18F-FLT (fluorothymidine)) or other radiolabelled tumor cell targeting agent that emits Cerenkov luminescence is also administered. Upon local illumination by the Cerenkov luminescence at or near the location of the tumor cells, the payload (the imaging agent, contrast agent, and/or therapeutic) is activated. In this way, activation of the imaging agent, contrast agent, and/or therapeutic agent is limited to the region at or near the location of the tumor cells.

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