ChemicalBook > CAS DataBase List > 3-amino-1H-indazole-6-carboxylic acid

3-amino-1H-indazole-6-carboxylic acid

Product Name
3-amino-1H-indazole-6-carboxylic acid
CAS No.
871709-92-1
Chemical Name
3-amino-1H-indazole-6-carboxylic acid
Synonyms
3-amino-1H-indazole-6-carboxylic acid;3-amino-2H-indazole-6-carboxylic acid;1H-Indazole-6-carboxylic acid, 3-amino-
CBNumber
CB61558694
Molecular Formula
C8H7N3O2
Formula Weight
177.16
MOL File
871709-92-1.mol
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3-amino-1H-indazole-6-carboxylic acid Property

storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
Appearance
Red to reddish brown Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Biosynth Carbosynth
Product number
FA141446
Product name
3-Amino-1H-indazole-6-carboxylic acid
Packaging
50mg
Price
$65
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA141446
Product name
3-Amino-1H-indazole-6-carboxylic acid
Packaging
100mg
Price
$113
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA141446
Product name
3-Amino-1H-indazole-6-carboxylic acid
Packaging
250mg
Price
$225
Updated
2021/12/16
AK Scientific
Product number
Z5229
Product name
3-Amino-1H-indazole-6-carboxylicacid
Packaging
250mg
Price
$353
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA141446
Product name
3-Amino-1H-indazole-6-carboxylic acid
Packaging
500mg
Price
$390
Updated
2021/12/16
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3-amino-1H-indazole-6-carboxylic acid Chemical Properties,Usage,Production

Synthesis

176508-81-9

871709-92-1

General procedure for the synthesis of 3-amino-1H-indazole-6-carboxylic acid from 4-cyano-3-fluorobenzoic acid: 4-cyano-3-fluorobenzoic acid (500 mg, 3.0 mmol) was dissolved in n-butanol (9 mL), followed by the addition of hydrazine monohydrate (0.5 mL, 10 mmol). The reaction mixture was heated to 110 °C and the reaction was stirred at this temperature overnight. Upon completion of the reaction, the mixture was cooled to room temperature and the precipitate precipitated was collected by filtration. The resulting solid was dissolved in 1 N aqueous sodium hydroxide (2 mL) and extracted with ethyl acetate (2 x 2 mL) to remove organic impurities. Subsequently, the aqueous phase was acidified with 1 N aqueous hydrochloric acid to pH=4, at which point the target product began to precipitate. The precipitate was collected by filtration and dried under vacuum to yield 3-amino-1H-indazole-6-carboxylic acid (140 mg, 26% yield) as a red solid. The product was confirmed by ESI mass spectrum (M+H+ m/z 178.2) and further characterized by 1H NMR (400 MHz, CD3OD): δ 7.99-8.01 (m, 1H), 7.73 (dd, J = 8.4, 0.8 Hz, 1H), 7.61 (dd, J = 8.5, 1.3 Hz, 1H).

References

[1] Patent: US2012/108619, 2012, A1. Location in patent: Page/Page column 33

3-amino-1H-indazole-6-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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