ChemicalBook > CAS DataBase List > 1H-INDAZOLE-5-CARBALDEHYDE

1H-INDAZOLE-5-CARBALDEHYDE

Product Name
1H-INDAZOLE-5-CARBALDEHYDE
CAS No.
253801-04-6
Chemical Name
1H-INDAZOLE-5-CARBALDEHYDE
Synonyms
5-FORMYL INDAZOLE;5-Formyl-1H-indazole;1H-Indazol-5-carbaldehyde;1H-INDAZOLE-5-CARBALDEHYDE;1H-indazole-5-carbaldehyd...;1H-Indazole-5-carboxaldehyde;Indazole-5-carboxaldehyde 96%;Indazole-5-carboxaldehyde, 96%;1H-Indazole-5-carboxaldehyde ,95%;1H-Indazole-5-carboxaldehyde (9CI)
CBNumber
CB7147726
Molecular Formula
C8H6N2O
Formula Weight
146.15
MOL File
253801-04-6.mol
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1H-INDAZOLE-5-CARBALDEHYDE Property

Melting point:
115-119°C
Boiling point:
358.3±15.0 °C(Predicted)
Density 
1.368±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
solid
pka
12.87±0.40(Predicted)
Appearance
White to light yellow Solid
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Safety

WGK Germany 
3
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
702285
Product name
Indazole-5-carboxaldehyde
Purity
96%
Packaging
1g
Price
$149
Updated
2025/07/31
TRC
Product number
I505265
Product name
1H-Indazole-5-carbaldehyde
Packaging
500mg
Price
$225
Updated
2021/12/16
Usbiological
Product number
412391
Product name
1H-Indazole-5-carbaldehyde
Packaging
100mg
Price
$340
Updated
2021/12/16
Matrix Scientific
Product number
070374
Product name
1H-Indazole-5-carboxaldehyde
Purity
97%
Packaging
5g
Price
$273
Updated
2021/12/16
AK Scientific
Product number
W4871
Product name
1H-Indazole-5-carbaldehyde
Packaging
25g
Price
$1117
Updated
2021/12/16
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1H-INDAZOLE-5-CARBALDEHYDE Chemical Properties,Usage,Production

Synthesis

53857-57-1

68-12-2

253801-04-6

A) Preparation of intermediate 1H-indazole-5-carboxaldehyde: 2.60 g (65.00 mmol, 60% dispersed in mineral oil) of sodium hydride was added batchwise to 150 mL of tetrahydrofuran (THF) solution containing 11.64 g (59.08 mmol) of 5-bromo-1H-indazole under argon gas protection, and the addition process lasted for 10 minutes. After the addition was completed, the reaction mixture was stirred for 15 min at room temperature. Subsequently, the reaction mixture was cooled to -70°C and 100.00 mL (130.00 mmol, 1.3 M in cyclohexane) of sec-butyllithium solution was slowly added dropwise over 30 min, keeping the reaction temperature below -60°C. After the dropwise addition was completed, stirring was continued for 2 h at -70°C. The reaction mixture was then stirred for 10 min at room temperature. Then, 20.00 mL (0.260 mol) of N,N-dimethylformamide (DMF) dissolved in 20 mL of THF was added dropwise, keeping the reaction temperature below -50°C. The reaction mixture was then slowly warmed to room temperature and stirred for 16 hr. Upon completion of the reaction, the mixture was cooled to 0°C and 180 mL of aqueous 2N hydrochloric acid was slowly added dropwise and stirring was continued for 15 min. The pH was adjusted to 9-10 with saturated aqueous sodium bicarbonate. the aqueous phase was fully extracted with ethyl acetate (EtOAc) and the organic phases were combined. The organic phase was dried with magnesium sulfate and concentrated under reduced pressure. The product was purified by column chromatography (silica gel, petroleum ether/EtOAc 1:1 v/v), ground with hexane and dried. Drying under reduced pressure at 50°C gave the target product 1H-indazole-5-carbaldehyde. Yield: 4.40 g (51% yield). Thin layer chromatography (TLC) Rf = 0.37 (silica gel, petroleum ether/EtOAc 1:1 v/v). Electrospray ionization mass spectrometry (ESI-MS): (M + H)+ = 147.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 16, p. 4482 - 4485
[2] Patent: WO2005/84672, 2005, A1. Location in patent: Page/Page column 40-41
[3] Patent: US2005/227968, 2005, A1. Location in patent: Page/Page column 15-16
[4] Patent: WO2008/154241, 2008, A1. Location in patent: Page/Page column 67

1H-INDAZOLE-5-CARBALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

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1H-INDAZOLE-5-CARBALDEHYDE Suppliers

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View Lastest Price from 1H-INDAZOLE-5-CARBALDEHYDE manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
1H-indazole-5-carboxaldehyde 253801-04-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-27
Career Henan Chemical Co
Product
1H-INDAZOLE-5-CARBALDEHYDE 253801-04-6
Price
US $500.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2018-08-04

253801-04-6, 1H-INDAZOLE-5-CARBALDEHYDERelated Search:

5-Carboxyindazole hydrochloride 1H-INDAZOLE-4-CARBOXYLIC ACID Ethyl 3-indoleacetate 2-Methoxycarbonyl-indane, 98 % LUCIFER YELLOW VS DILITHIUM SALT 5-(1H)INDAZOLE CARBOXYLIC ACID METHYL ESTER 1-METHYL-1H-INDAZOLE-3-CARBALDEHYDE 7-METHYL-1H-INDAZOLE-3-CARBALDEHYDE 5-CHLORO-1H-INDAZOLE-3-CARBALDEHYDE,5-Chloro-1H-indazole-3-carbaldehyde ,97% 1H-INDAZOLE-3-CARBALDEHYDE 5-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE, 95+%,5-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE 1-Methyl-1H-indazole-4-carbaldehyde 6-METHOXY-1H-INDAZOLE-3-CARBALDEHYDE 5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE, 95+%,5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE 6-NITRO-1H-INDAZOLE-3-CARBALDEHYDE 5-METHYL-1H-INDAZOLE-3-CARBALDEHYDE 6-BROMO-1H-INDAZOLE-3-CARBALDEHYDE 2-METHYL-2H-INDAZOLE-3-CARBALDEHYDE

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