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Cas Database

2101-88-4

2101-88-4

Identification

  • Product Name:1-azido-4-bromo-benzene

  • CAS Number: 2101-88-4

  • EINECS:

  • Molecular Weight:198.022

  • Molecular Formula: C6H4BrN3

  • HS Code:2929909090

  • Mol File:2101-88-4.mol

Synonyms:p-Bromophenyl azide;4-bromo-1-azidobenzene;Benzene, 1-azido-4-bromo-;4-Bromophenyl azide;4-Bromophenyl azide solution;Benzene,1-azido-4-bromo;4-azido-1-bromobenzene;1-azido-4-bromo-benzene;

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Safety information and MSDS view more

  • Hazard Codes:F,T

  • Signal Word:Danger

  • Hazard Statement:H241 Heating may cause a fire or explosionH315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation H372 Causes damage to organs through prolonged or repeated exposure

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:1-Azido-4-bromobenzene
  • Packaging:100mg
  • Price:$ 65
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:1-Azido-4-bromobenzene solution ~0.5M in
  • Packaging:10ml
  • Price:$ 164
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:1-Azido-4-bromobenzene solution ~0.5M in
  • Packaging:50ml
  • Price:$ 375
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:1-AZIDO-4-BROMOBENZENE 95.00%
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:1-AZIDO-4-BROMOBENZENE 95.00%
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:1-AZIDO-4-BROMOBENZENE 95.00%
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  • Manufacture/Brand:AK Scientific
  • Product Description:1-Azido-4-bromobenzene solution
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Relevant articles and documentsAll total 132 Articles be found

5-Fluoro-1H-indole-2,3-dione-triazoles- synthesis, biological activity, molecular docking, and DFT study

Deswal, Sonal,Ghule Vikas, D.,Kumar, Ashwani,Lal, Kashmiri,Naveen,Tittal, Ram Kumar

, (2020)

An environmental friendly heterogeneous catalyst Cell-CuI-NPs was employed for the synthesis of biologically promising 1-((1-aryl)-1H-1,2,3-triazol-4-yl)methyl-5-fluoroindoline-2,3-diones via CuAAC click reaction of 5-fluoro-(1-prop-2-ynyl)indoline-2,3-di

Microwave-assisted synthesis, anti-inflammatory and anti-proliferative activities of new maslinic acid derivatives bearing 1,5- and 1,4-disubstituted triazoles

Choua?b, Karim,Delemasure, Stéphanie,Dutartre, Patrick,Jannet, Hichem Ben

, p. 130 - 147 (2016)

In this work, 40 analogs with a natural maslinic acid core (from Olea europaea L.) and various aromatic azides were synthesized. A regiospecific, facile and practical synthesis of 1,5-triazolyl derivatives by Ru(II)-catalyzed azide-alkyne cycloaddition (R

Combinatorial synthesis of new fluorescent scaffolds using click chemistry

Cleemann, Felix,Karuso, Peter,Kum-Cheung, Wendy Loa

supporting information, (2021/12/08)

Azides and acetylenes are bio-orthogonal functional groups that can be readily coupled using copper(I)- or ruthenium(II)- catalyzed 1,3-dipolar cycloaddition reactions. Using non-fluorescent aromatic azides and aromatic acetylenes, covering a range of electron rich and poor building blocks, the Huisgen cycloaddition afford 1,4-disubstituted or 1,5-disubstituted 1,2,3-triazoles. Using a combinatorial approach by running reaction in parallel in polypropylene 96-well plates we discovered several new fluorescent 1,2,3-triazoles scaffolds. These compounds show diverse interactions with biomolecules that could find applications in biology in, for example, fluorescence microscopy or biomolecule quantification.

Coordination-Assembly of Lanthanide Supramolecular Hydrogels with Luminescent Multi-stimulus Response

Wang, Zi-Cheng,Li, Xiao-Zhen,Liu, Jia-Hui,Zhou, Li-Peng,Guo, Xiao-Qing,Cheng, Xiu-Yan,Sun, Qing-Fu

supporting information, p. 18192 - 18198 (2021/11/23)

Luminescent supramolecular hydrogels have shown extensive potential for a variety of applications due to their unique optical properties and biocompatibility. Coordination self-assembly provides a promising strategy for the preparation of supramolecular h

Dendrimeric and Corresponding Monometallic Iridium(III) Catalysts Bound to Carbon Nanotubes Used in Hydroamination Transformations

Pernik, Indrek,Desmecht, Antonin,Messerle, Barbara A.,Hermans, Sophie,Riant, Olivier

supporting information, p. 3448 - 3457 (2021/08/30)

This report describes the synthesis of a carbon nanotube-bound dendrimer and three carbon nanotube-bound monometallic complexes and their use as catalysts. The polyamidoamine third generation dendrimer used here incorporates pyrazole-triazole moieties suitable for ligating iridium(III) centres. The monometallic complexes use the same pyrazole-triazole ligands coordinated to an iridium(III) centre. All catalysts were characterized using ICP-AES and XPS to evaluate their metal loadings on the carbon surface with significantly higher relative weight percentage of iridium determined for the denrimeric species. The catalytic activity and practicality of the formed catalysts were tested using two different intramolecular hydroamination reactions.

Antiviral activity of 1,4-disubstituted-1,2,3-triazoles against HSV-1 in vitro

Viegas, Daiane J.,da Silva, Ver?nica D.,Buarque, Camilla D.,Bloom, David C.,Abreu, Paula A.

, p. 399 - 410 (2021/05/31)

Background: Herpes simplex virus 1 (HSV-1) affects a large part of the adult population. Anti-HSV-1 drugs, such as acyclovir, target thymidine kinase and viral DNA polymerase. However, the emerging of resistance of HSV-1 alerts for the urgency in developing new antivirals with other therapeutic targets. Thus, this study evaluated a series of 1,4-disubstituted-1,2,3-triazole derivatives against HSV-1 acute infection and provided deeper insights into the possible mechanisms of action. Methods: Human fibroblast cells (HFL-1) were infected with HSV-1 17syn+ and treated with the triazole compounds at 50 mM for 24 h. The 50% effective drug concentration (EC50) was determined for the active compounds. Their cytotoxicity was also evaluated in HFL-1 with the 50% cytotoxic concentration (CC50) determined using CellTiter-Glo solution. The most promising compounds were evaluated by virucidal activity and influence on virus egress, DNA replication and transcription, and effect on an acyclovir-resistant HSV-1 strain. Results: Compounds 3 ((E)-4-methyl-N'-(2-(4(phenoxymethyl)-1H-1,2,3-triazol1yl)benzylidene)benzenesulfonohydrazide) and 4 (2,2'-(4,4'-((1,3-phenylen ebis(oxy))bis(methylene))bis(1H-1,2,3-triazole-4,1 diyl)) dibenzaldehyde) were the most promising, with an EC50 of 16 and 21 mM and CC50 of 285 and 2,593 mM, respectively. Compound 3 was able to inhibit acyclovir-resistant strain replication and to interfere with virus egress. Both compounds did not affect viral DNA replication, but inhibited significantly the expression of ICP0, ICP4 and gC. Compound 4 also affected the transcription of UL30 and ICP34.5. Conclusions: Our findings demonstrated that these compounds are promising antiviral candidates with different mechanisms of action from acyclovir and further studies are merited.

Triazole [5, 4-d] pyrimidone tricyclic compounds as well as preparation method and application thereof

-

Paragraph 0064; 0067-0070; 0071, (2021/07/09)

The invention relates to triazole [5, 4-d] pyrimidone tricyclic compounds as well as a preparation method and application thereof.The triazole [5, 4-d] pyrimidone tricyclic compounds are prepared by following steps: taking different substituted anilines a

Process route upstream and downstream products

Process route

1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

1-azido-4-bromobenzene
2101-88-4

1-azido-4-bromobenzene

4-bromo-aniline
106-40-1

4-bromo-aniline

Conditions
Conditions Yield
With sodium azide; copper; diisopropylamine; ascorbic acid; In dimethyl sulfoxide; at 80 ℃; for 14h;
88%
7%
1,4-bromoiodobenzene
589-87-7

1,4-bromoiodobenzene

1-azido-4-bromobenzene
2101-88-4

1-azido-4-bromobenzene

Conditions
Conditions Yield
With sodium azide; copper diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 95 ℃; for 2h;
88%
With sodium azide; copper(II) acetate monohydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 95 ℃; for 2h;
88%
With copper(l) iodide; sodium azide; L-proline; sodium hydroxide; In dimethyl sulfoxide; at 60 ℃; for 10h;
82%
With copper(l) iodide; sodium azide; sodium L-ascorbate; N,N`-dimethylethylenediamine; In water; dimethyl sulfoxide; at 20 ℃; for 4h; Inert atmosphere;
With copper(l) iodide; sodium azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 95 ℃; for 1h;
4-bromo-aniline
106-40-1

4-bromo-aniline

1-azido-4-bromobenzene
2101-88-4

1-azido-4-bromobenzene

Conditions
Conditions Yield
4-bromo-aniline; With hydrogenchloride; In water; at 0 - 5 ℃; for 0.5h;
With sodium azide; sodium nitrite; In water; at 0 - 5 ℃; for 1h;
98%
4-bromo-aniline; With toluene-4-sulfonic acid; sodium nitrite; In water; at 20 ℃; for 1h;
With sodium azide; In water; at 20 ℃;
97%
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 2h;
With sodium azide; In water; at 0 - 20 ℃;
97%
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃;
With sodium azide; In water; at 0 ℃;
94.5%
4-bromo-aniline; With hydrogenchloride; water; sodium nitrite; at 0 ℃; for 1h; under 760.051 Torr;
With sodium azide; sodium acetate; In water; at 0 - 20 ℃;
93%
4-bromo-aniline; With hydrogenchloride; In water; Cooling with ice;
With sodium nitrite; In water;
With sodium azide; In water; at 20 ℃;
92%
With tert.-butylnitrite; trimethylsilylazide; In acetonitrile; at 0 - 20 ℃;
91%
4-bromo-aniline; With hydrogenchloride; In water; at 0 ℃;
With sodium nitrite; In water; at 0 - 5 ℃;
With sodium azide; In water; at 0 - 20 ℃;
91%
4-bromo-aniline; With cellulose sulphuric acid; sodium nitrite; at 20 ℃; for 0.0833333h;
With sodium azide; In water; at 20 ℃;
91%
4-bromo-aniline; With hydrogenchloride; In water; at 20 ℃; for 0.0833333h;
With sodium azide; sodium nitrite; In water; for 0.5h;
89%
With dmap; 2-azido-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium hexafluorophosphate (V); In tetrahydrofuran; at 50 ℃; for 2h; Solvent; Inert atmosphere;
87%
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; ethyl acetate; at 0 ℃; for 1h; Inert atmosphere;
With sodium azide; In water; at 0 - 20 ℃; for 3h; Inert atmosphere;
87%
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h; Schlenk technique; Inert atmosphere;
With sodium azide; In water; at 20 ℃; for 3h; Schlenk technique; Inert atmosphere;
86%
With triflic azide; copper(II) sulfate; triethylamine; In methanol; dichloromethane; water; at 20 ℃; for 3h;
85.1%
4-bromo-aniline; With hydrogenchloride; In water; at 0 - 5 ℃; for 0.166667h;
With 1-methyl-3-(2-[2-(1-methyl-1H-imidazol-3-ium-3-yl)ethyloxy]ethyl)-1H-imidazol-3-ium dinitrite; In water; for 0.166667h;
With sodium azide; In water; at 20 ℃; for 0.166667h; Ionic liquid;
85%
4-bromo-aniline; With sulfuric acid; sodium nitrite; In water; at 0 - 5 ℃; for 1h;
With sodium azide; In water;
84%
With dmap; 2-azido-1,3-dimethylimidazolin-1-ium hexafluorophosphate; In dichloromethane; at 50 ℃; for 5h; Inert atmosphere;
84%
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 2h;
With sodium azide; urea; In water; at 0 - 20 ℃; for 4h;
83%
4-bromo-aniline; With acetic acid; sodium nitrite; In dichloromethane; at 20 ℃; for 0.0833333h;
With hydrazine hydrate; In dichloromethane; at 20 ℃; for 0.5h;
80%
4-bromo-aniline; With 1-methyl-2-oxopyrrolidinium hydrogen sulfate; In water; at 20 ℃; for 0.0166667h; Grinding;
With sodium nitrite; In water; at 20 ℃; Grinding;
With sodium azide; In water; at 20 ℃; Grinding;
78%
4-bromo-aniline; With sulfuric acid; sodium nitrite; In water; at 0 ℃; for 0.25h;
With sodium azide; In water; at 0 ℃;
75%
4-bromo-aniline; With sulfuric acid; sodium nitrite; In water; at 0 ℃; for 0.25h;
With sodium azide; In water; at 0 ℃;
75%
With sodium azide; sulfuric acid; sodium nitrite; In hexane; water; at 5 ℃;
74%
With sodium azide; tert.-butylnitrite; In water; tert-butyl alcohol; at 20 ℃; Sealed tube;
74%
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 1h;
With sodium azide; In diethyl ether; water; at 20 ℃; for 2h;
69%
4-bromo-aniline; With boron trifluoride diethyl etherate; In tetrahydrofuran; for 0.0833333h;
With tert-butyl 2-methylpropanoate; In tetrahydrofuran; pentane; at -5 - 25 ℃; for 2h;
With sodium azide; In water; acetonitrile; at 80 ℃; for 1h;
65%
With sodium azide; tert.-butylnitrite; In water; tert-butyl alcohol; at 70 ℃; for 2h;
63%
With sodium azide; tert.-butylnitrite; In water; tert-butyl alcohol; at 70 ℃; for 2h;
63%
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In ethyl acetate; at 0 ℃; for 0.5h;
With sodium azide; In ethyl acetate; at 20 ℃; for 2h;
63%
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;
With sodium azide; In water; at 0 - 20 ℃; for 3h;
61%
4-bromo-aniline; With hydrogenchloride; In water; for 0.166667h;
With sodium nitrite; In water; at 0 ℃; for 0.75h; pH=7;
With sodium azide; In water; at 0 ℃; for 0.583333h;
53%
4-bromo-aniline; With hydrogenchloride; In water; at 0 ℃;
With sodium nitrite; In water; for 0.166667h; Further stages;
50%
With copper(ll) sulfate pentahydrate; triflic azide; In methanol; dichloromethane;
48%
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In tetrahydrofuran; water; at 0 ℃; for 0.5h;
With sodium azide; In tetrahydrofuran; water; at 85 ℃; for 24.5h; Reflux;
45.5%
With hydrogenchloride; sodium azide; sodium nitrite; In water; 1.) 0 to 5 deg C, 30 min, 2.) 0 to 5 deg C, 1 h;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; at 0 - 5 ℃;
With sodium azide;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; at 0 - 5 ℃; for 0.5h;
With sodium azide; at 20 ℃;
4-bromo-aniline; With sodium nitrite;
With sodium azide;
Multi-step reaction with 2 steps
1: 1.) sat. HCl, n-pentyl nitrite; 2.) 7 percent sodium hydrogen carbonate / 1.) EtOH, RT, 30 min; 2.) ether, reflux, 30 min
2: thionyl chloride
With hydrogenchloride; thionyl chloride; n-Amyl nitrite; sodium hydrogencarbonate;
With tert.-butylnitrite; trimethylsilylazide; In acetonitrile; at 20 ℃;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; at 0 - 5 ℃;
With sodium azide; at 0 - 5 ℃;
4-bromo-aniline; With hydrogenchloride; sodium nitrite;
With sodium azide;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃;
With sodium azide; In water;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃;
With sodium azide;
With tert.-butylnitrite; trimethylsilylazide; In acetonitrile; at 50 ℃; for 0.333333h;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.166667h;
With sodium azide; In water; at 0 - 20 ℃; for 1h;
With tert.-butylnitrite; trimethylsilylazide; In acetonitrile; at 0 - 20 ℃; for 2h;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; at 0 - 5 ℃;
With sodium azide; at -5 - 0 ℃;
With hydrogenchloride; sodium azide; sodium nitrite; In dichloromethane; water; at 0 - 20 ℃;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;
With sodium azide; In water; at 0 - 20 ℃; for 1h;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; for 0.0833333h; Cooling with ice;
With sodium azide; In water;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 20 ℃; for 0.166667h;
With sodium azide; at 20 ℃; for 2h;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; at 0 - 5 ℃;
With sodium azide; at 0 - 5 ℃;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.25h;
With sodium azide; In water; at 0 ℃;
Multi-step reaction with 2 steps
1.1: sulfuric acid / 1,4-dioxane / -15 °C
1.2: -15 °C
2.1: sodium azide / 1,4-dioxane / -15 °C
With sodium azide; sulfuric acid; In 1,4-dioxane;
4-bromo-aniline; With hydrogenchloride; In water; at 0 - 5 ℃; for 0.5h;
With sodium azide; sodium nitrite; In water; at 0 - 5 ℃; for 1h;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.25h;
With sodium azide; In water; at 20 ℃;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃;
With sodium azide; at 0 - 5 ℃;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃; for 0.5h;
With sodium azide; In water; at 20 ℃;
With sodium azide; sodium nitrite; Acidic conditions;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water;
With sodium azide; In water;
With hydrogenchloride; sodium azide; sodium nitrite; In water; at 0 - 5 ℃;
4-bromo-aniline; With sulfuric acid; sodium nitrite; In 1,4-dioxane; water; at -15 ℃;
With sodium azide; In 1,4-dioxane; water; at -15 - 20 ℃;
With hydrogenchloride; sodium azide; sodium nitrite;
4-bromo-aniline; With hydrogenchloride; In water; at 0 - 5 ℃; for 0.0833333h;
With sodium nitrite; In water; at 0 - 5 ℃; for 0.0833333h;
With sodium azide; In water; for 0.166667h;
4-bromo-aniline; With hydrogenchloride; In water; at 0 ℃; Schlenk technique; Inert atmosphere;
With sodium nitrite; In water; at 0 - 5 ℃; for 0.166667h; Schlenk technique; Inert atmosphere;
With sodium azide; In water; at 0 - 20 ℃; Schlenk technique; Inert atmosphere;
With tert.-butylnitrite; trimethylsilylazide; In acetonitrile; at 0 - 20 ℃; for 2h;
With hydrogenchloride; sodium azide; sodium nitrite; In water; at 0 - 25 ℃;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 20 ℃; for 0.166667h;
With sodium azide; In water; at 20 ℃;
4-bromo-aniline; With sulfuric acid; In 1,4-dioxane; at -15 ℃; for 0.0833333h;
With sodium nitrite; In 1,4-dioxane; for 0.5h;
With sodium azide; In 1,4-dioxane; at 20 ℃;
4-bromo-aniline; With sodium nitrite; Acidic conditions;
With sodium azide;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃; for 1h;
With sodium azide; In water; for 0.5h;
4-bromo-aniline; With tert.-butylnitrite; methanesulfonic acid; In dimethyl sulfoxide; at 20 ℃; for 0.045h; Flow reactor;
With sodium azide; In dimethyl sulfoxide; at 20 ℃; for 0.0833333h; Time; Sonication; Flow reactor;
4-bromo-aniline; With sulfuric acid; In 1,4-dioxane; at -15 ℃; for 0.0833333h;
With sodium nitrite; In 1,4-dioxane; at -15 ℃; for 0.5h;
With sodium azide; In 1,4-dioxane; at -15 ℃;
With hydrogenchloride; sodium azide; sodium nitrite; In water;
4-bromo-aniline; With hydrogenchloride; sodium nitrate; In water; at 0 ℃; for 0.75h; Inert atmosphere;
With sodium azide; In water; at 0 ℃; for 2h;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.333333h;
With sodium azide; In water; at 0 ℃; for 3h;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; for 0.166667h; Cooling with ice;
With sodium azide; In water; at 20 ℃;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃; for 0.5h;
With sodium azide; In water; at 20 ℃; for 2h;
Multi-step reaction with 2 steps
1: water / 0.5 h / 0 °C
2: hydroxylamine hydrochloride / water / 24 h / 20 °C / Green chemistry
With hydroxylamine hydrochloride; In water;
4-bromo-aniline;
With sodium azide;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; Inert atmosphere;
With sodium azide; In water; at 0 ℃; for 0.416667h; Inert atmosphere;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;
With sodium azide; In water; at 0 ℃;
4-bromo-aniline; With toluene-4-sulfonic acid; sodium nitrite; In water; at 20 ℃; for 0.0833333h;
With sodium azide; In water; at 20 ℃; for 0.0833333h;
With sodium azide; sodium nitrite; at 0 - 5 ℃;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;
With sodium azide; In water; at 0 ℃; for 0.5h;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 20 ℃; for 3h;
With sodium azide; In N,N-dimethyl-formamide; at 20 ℃;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; at 0 - 5 ℃;
With sodium azide;
4-bromo-aniline; With sulfuric acid; In 1,4-dioxane; at -15 ℃; for 0.0833333h;
With sodium azide; sodium nitrite; In 1,4-dioxane; water; at -15 - 20 ℃;
4-bromo-aniline; With acetic acid; In water; at 0 - 10 ℃; for 1h;
With sodium nitrite; at 0 - 20 ℃; for 2.16667h;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃; for 0.5h;
With sodium azide; In water; at 0 - 20 ℃;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at -5 ℃; for 1h;
With sodium azide; In water; at -5 ℃; for 1h;
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃;
With sodium azide; In water; at 0 ℃;
With sodium azide;
With hydrogenchloride; sodium nitrite; In water;
With hydrogenchloride; sodium azide; sodium nitrite; In water; at 0 ℃; for 5h;
With tert.-butylnitrite; trimethylsilylazide; In ethyl acetate; at 0 - 20 ℃; for 0.0833333h; Sealed tube;
With hydrogenchloride; sodium azide; sodium nitrite; In water; at 0 ℃; for 5h;
With hydrogenchloride; sodium azide; sodium nitrite; In water; ethyl acetate;
With tert.-butylnitrite; trimethylsilylazide; In acetonitrile; at 20 ℃; for 2h;
4-Bromophenylboronic acid
5467-74-3

4-Bromophenylboronic acid

1-azido-4-bromobenzene
2101-88-4

1-azido-4-bromobenzene

Conditions
Conditions Yield
With sodium azide; copper diacetate; In methanol; at 20 ℃; for 23h;
93.4%
With sodium azide; copper diacetate; In methanol; at 20 ℃; for 23h;
93.4%
With sodium azide; copper diacetate; In methanol; at 55 ℃; for 3h;
72%
With sodium azide; copper(II) sulfate; In methanol; at 20 ℃; Inert atmosphere;
With sodium azide; copper(II) sulfate; In methanol; at 25 ℃; for 48h; Inert atmosphere;
With sodium azide; copper(II) sulfate; In methanol;
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

1-azido-4-bromobenzene
2101-88-4

1-azido-4-bromobenzene

Conditions
Conditions Yield
With copper(I) oxide; sodium azide; tetraethylammonium L-prolinate; In ethanol; ethylene glycol; at 95 ℃; for 1.5h;
85%
With sodium azide; sodium L-ascorbate; at 95 ℃; for 4h;
85%
With sodium azide; copper iron oxide; L-proline; sodium hydroxide; In water; N,N-dimethyl-formamide; at 115 ℃; for 10h;
82%
sodium azide

sodium azide

4-bromo-aniline
106-40-1

4-bromo-aniline

1-azido-4-bromobenzene
2101-88-4

1-azido-4-bromobenzene

Conditions
Conditions Yield
4-bromo-aniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.166667h;
sodium azide; In water; at 0 - 20 ℃; for 1h;
92%
4-bromo-aniline; With hydrogenchloride; In water; at 0 - 5 ℃; for 0.5h;
sodium azide; With sodium nitrite; In water; at 0 - 5 ℃; for 1h;
C<sub>6</sub>H<sub>4</sub>BrN<sub>2</sub><sup>(1+)</sup>*O<sub>3</sub>PolS<sup>(1-)</sup>

C6H4BrN2(1+)*O3PolS(1-)

1-azido-4-bromobenzene
2101-88-4

1-azido-4-bromobenzene

Conditions
Conditions Yield
With sodium azide; In water; at 20 ℃; for 0.0833333h; solid phase reaction;
(4-bromophenyl)hydrazine
589-21-9

(4-bromophenyl)hydrazine

1-azido-4-bromobenzene
2101-88-4

1-azido-4-bromobenzene

Conditions
Conditions Yield
With tert.-butylnitrite; In acetonitrile; at 20 ℃; for 1h;
91%
With hydrogenchloride; sodium nitrite;
With cis-nitrous acid;
sodium azide

sodium azide

4-Bromophenylboronic acid
5467-74-3

4-Bromophenylboronic acid

1-azido-4-bromobenzene
2101-88-4

1-azido-4-bromobenzene

Conditions
Conditions Yield
With bis(2,2,6,6-tetramethyl-3,5-heptanedionato)copper(II); In N,N-dimethyl-formamide; at 100 ℃; for 6h; Sealed tube;
70 %Chromat.
Phenyl azide
622-37-7

Phenyl azide

1-azido-4-bromobenzene
2101-88-4

1-azido-4-bromobenzene

Conditions
Conditions Yield
With iron(III) chloride; N-Bromosuccinimide; In 1,2-dichloro-ethane; at 80 ℃; for 4h; sealed tube;
89%

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