ChemicalBook > CAS DataBase List > Ethyl 4,6-dichloro-1H-indole-2-carboxylate

Ethyl 4,6-dichloro-1H-indole-2-carboxylate

Product Name
Ethyl 4,6-dichloro-1H-indole-2-carboxylate
CAS No.
53995-82-7
Chemical Name
Ethyl 4,6-dichloro-1H-indole-2-carboxylate
Synonyms
Ethyl4,6-dichloro-1H-indole;ETHYL,4,6-DICLOROINDOLE-2-CARBOXYLATE;ETHYL 4,6-DICHLOROINDOLE-2-CARBOXYLATE;Ethyl 4,6-dichloro-1H-indol-2-carboxylate;ETHYL 4,6-DICHLORO-1H-INDOLE-2-CARBOXYLATE;ethyl pyruvate-3,5-di-chlorophenylhydrazone;Ethyl 4,6-dichloro-1H-indole-2-carboxylate 97%;4,6-DICHLOROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER;4,6-DICHLORO-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER;1H-Indole-2-carboxylic acid, 4,6-dichloro-, ethyl ester
CBNumber
CB0273262
Molecular Formula
C11H9Cl2NO2
Formula Weight
258.1
MOL File
53995-82-7.mol
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Ethyl 4,6-dichloro-1H-indole-2-carboxylate Property

Melting point:
171-172
Boiling point:
405.0±40.0 °C(Predicted)
Density 
1.432±0.06 g/cm3(Predicted)
storage temp. 
2-8°C, protect from light
pka
13.21±0.30(Predicted)
Appearance
White to off-white Solid
CAS DataBase Reference
53995-82-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Hazard Note 
Irritant
HS Code 
2933998090
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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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

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

P321Specific treatment (see … on this label).

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

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TRC
Product number
E915865
Product name
Ethyl4,6-dichloro-1h-indole-2-carboxylate
Packaging
250mg
Price
$75
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD56357
Product name
4,6-Dichloro-1H-indole-2-carboxylic acid ethyl ester
Packaging
5G
Price
$75
Updated
2021/12/16
AK Scientific
Product number
Y9391
Product name
Ethyl4,6-dichloro-1H-indole-2-carboxylate
Packaging
1g
Price
$110
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD56357
Product name
4,6-Dichloro-1H-indole-2-carboxylic acid ethyl ester
Packaging
10g
Price
$125
Updated
2021/12/16
Matrix Scientific
Product number
092922
Product name
Ethyl 4,6-dichloro-1H-indole-2-carboxylate
Purity
95+%
Packaging
250mg
Price
$167
Updated
2021/12/16
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Ethyl 4,6-dichloro-1H-indole-2-carboxylate Chemical Properties,Usage,Production

Uses

Ethyl 4,6-dichloro-1H-indole-2-carboxylate is used as a pharmaceutical intermediate in pharmaceutical synthesis and scientific research.

Synthesis

103855-01-2

53995-82-7

Step 3: Preparation of the intermediate ethyl 4,6-dichloro-1H-indole-2-carboxylate (I-ic) Ethyl 2-[2-(3,5-dichlorophenyl)hydrazin-1-ylidene]propanoate (26 g, 94.50 mmol in two batches) was reacted with polyphosphoric acid (260 g, each batch) at 110 °C with stirring for 3 hours. Upon completion of the reaction, the reaction mixture was slowly poured into crushed ice, stirred thoroughly and the precipitate was collected by filtration. The resulting solid was alkalized with saturated aqueous NaHCO3 (adjusted pH to 10) and subsequently extracted with ethyl acetate (3 x 150 mL). The organic layers were combined, washed with brine, dried over anhydrous Na2SO4 and concentrated. The crude product was purified by silica gel column chromatography using a hexane solution of 30% ethyl acetate as eluent to afford ethyl 4,6-dichloro-1H-indole-2-carboxylate (I-ic) 36 g in 73.8% yield as an off-white solid. 1H NMR (400 MHz, DMSO-d6): δ 12.46 (s, 1H), 7.46 (s, 1H), 7.30 (s, 1H), 7.12 (s, 1H), 4.36 (q, J = 7.2 Hz, 2H), 1.35 (t, J = 7.2 Hz, 3H). ESI MS: m/z 255.8 (M-H).

References

[1] Patent: WO2006/109633, 2006, A1. Location in patent: Page/Page column 182-183
[2] Organic Process Research and Development, 2000, vol. 4, # 6, p. 477 - 487
[3] ACS Medicinal Chemistry Letters, 2014, vol. 5, # 4, p. 326 - 330
[4] Journal of Labelled Compounds and Radiopharmaceuticals, 2011, vol. 54, # 10, p. 645 - 656
[5] ACS Infectious Diseases, 2017, vol. 3, # 3, p. 225 - 236

Ethyl 4,6-dichloro-1H-indole-2-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ethyl 4,6-dichloro-1H-indole-2-carboxylate manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Ethyl 4,6-dichloroindole-2-carboxylate 53995-82-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Career Henan Chemical Co
Product
Ethyl 4,6-dichloroindole-2-carboxylate 53995-82-7
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000KGS
Release date
2020-01-02

53995-82-7, Ethyl 4,6-dichloro-1H-indole-2-carboxylateRelated Search:

Indole Ethyl cyanoacetate RESMETHRIN Ethyl propiolate Ethyl formate ISOXADIFEN-ETHYL Urethane Triethyl orthoformate Ethyl cyanoformate Ethyl acetate Ethanol Ethyl acrylate Benzocaine Trinexapac-ethyl Ethylparaben Ethyl chloroformate 4,6-Dichloro-1H-indole 4,6-Dichloro-1H-indole-2-carboxylic acid

  • 4,6-DICHLOROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER
  • 4,6-DICHLORO-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER
  • ETHYL 4,6-DICHLORO-1H-INDOLE-2-CARBOXYLATE
  • ETHYL 4,6-DICHLOROINDOLE-2-CARBOXYLATE
  • ETHYL,4,6-DICLOROINDOLE-2-CARBOXYLATE
  • 1H-Indole-2-carboxylic acid, 4,6-dichloro-, ethyl ester
  • Ethyl 4,6-dichloro-1H-indole-2-carboxylate 97%
  • ethyl pyruvate-3,5-di-chlorophenylhydrazone
  • Ethyl4,6-dichloro-1H-indole
  • 1H-Indole-2-carboxylic acid, 4,6-dichloro-, ethyl ester (9CI, ACI)
  • 4,6-dichloro-1H-Indole-2-carboxylic acid ethyl ester (9CI ACI)
  • Ethyl 4,6-dichloro-1H-indol-2-carboxylate
  • 53995-82-7
  • Indoles and derivatives
  • Heterocyclic Compounds