ChemicalBook > CAS DataBase List > 4-Bromo-1H-indole-2-carbonitrile

4-Bromo-1H-indole-2-carbonitrile

Product Name
4-Bromo-1H-indole-2-carbonitrile
CAS No.
955978-74-2
Chemical Name
4-Bromo-1H-indole-2-carbonitrile
Synonyms
4-Bromo-1H-indole-2-carbonitrile;1H-Indole-2-carbonitrile, 4-bromo-
CBNumber
CB02471589
Molecular Formula
C9H5BrN2
Formula Weight
221.05
MOL File
955978-74-2.mol
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4-Bromo-1H-indole-2-carbonitrile Property

storage temp. 
Sealed in dry,Room Temperature
Appearance
Off-white to light yellow Solid
InChI
InChI=1S/C9H5BrN2/c10-8-2-1-3-9-7(8)4-6(5-11)12-9/h1-4,12H
InChIKey
XFDNTTNQXSIPDZ-UHFFFAOYSA-N
SMILES
N1C2=C(C(Br)=CC=C2)C=C1C#N
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

AK Scientific
Product number
6478AC
Product name
4-Bromo-1H-indole-2-carbonitrile
Packaging
100mg
Price
$211
Updated
2021/12/16
Matrix Scientific
Product number
089820
Product name
4-Bromo-1H-indole-2-carbonitrile
Purity
95+%
Packaging
250mg
Price
$492
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0365506
Product name
4-BROMO-1H-INDOLE-2-CARBONITRILE
Purity
95.00%
Packaging
5MG
Price
$502.69
Updated
2021/12/16
AK Scientific
Product number
6478AC
Product name
4-Bromo-1H-indole-2-carbonitrile
Packaging
1g
Price
$690
Updated
2021/12/16
Matrix Scientific
Product number
089820
Product name
4-Bromo-1H-indole-2-carbonitrile
Purity
95+%
Packaging
1g
Price
$1092
Updated
2021/12/16
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4-Bromo-1H-indole-2-carbonitrile Chemical Properties,Usage,Production

Synthesis

955978-73-1

955978-74-2

General procedure for the synthesis of 4-bromo-1H-indole-2-carboxamide from 4-bromo-1H-indole-2-carbonitrile: 1. 4-Bromo-1H-indole-2-carboxamide (207.3 mg, 0.87 mmol) was dissolved in ethyl acetate (8 mL) in a microwave vial. 2. To the above solution was added a 50% ethyl acetate solution (0.630 mL, 1.06 mmol) of 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphine-2,4,6-trioxide. 3. The vial was sealed and the mixture was placed in a microwave reactor and stirred at 100 °C for 1.5 hours. 4. reseal the vial and continue stirring in the microwave reactor at 100 °C for 2 hours. 5. A 50% ethyl acetate solution (0.250 mL, 0.42 mmol) of 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphine-2,4,6-trioxide was added again, the vial was resealed, and stirring was continued at 100 °C for 3.5 hours. 6. Upon completion of the reaction, water (10 mL) was added to the reaction mixture for stratification. 7. The aqueous layer was extracted with ethyl acetate (2 x 10 mL), the organic layers were combined and filtered through a cartridge containing hydrophobic glass material. 8. The filtrate was evaporated under vacuum to give a light yellow crystalline solid. 9. The solid was redissolved in DMSO (2 mL) and purified by MDAP (high pH). 10. The collected grades were evaporated under a stream of nitrogen, redissolved in methanol (~2 mL) and combined. 11. The solution was evaporated under a stream of nitrogen and the residue was vacuum dried to afford the target product 4-bromo-1H-indole-2-carbonitrile (145.0 mg, 0.66 mmol, 76% yield) as a glassy white solid. 12. LCMS (2 min high pH) analysis: retention time Rt = 1.14 min, [M-H]? = 219.0.

References

[1] Patent: WO2009/53715, 2009, A1. Location in patent: Page/Page column 55
[2] Patent: WO2007/122410, 2007, A1. Location in patent: Page/Page column 68
[3] Patent: WO2008/125835, 2008, A1. Location in patent: Referential example 18
[4] Patent: WO2017/174621, 2017, A1. Location in patent: Page/Page column 89

4-Bromo-1H-indole-2-carbonitrile Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Bromo-1H-indole-2-carbonitrile Suppliers

CHENGDU JINMAIRUI BIO-TECHNOLOGY CO.LTD
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Aikon International Limited
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Labnetwork lnc.
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955978-74-2, 4-Bromo-1H-indole-2-carbonitrileRelated Search:


  • 4-Bromo-1H-indole-2-carbonitrile
  • 1H-Indole-2-carbonitrile, 4-bromo-
  • 955978-74-2