1H-INDAZOL-3-YLAMINE Chemical Properties

Melting point:

156-157°C

Boiling point:

376.6±15.0 °C(Predicted)

Density 

1.367±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

14.89±0.40(Predicted)

form 

Liquid or Solid

color 

Clear, colorless or white to pale yellow

InChI

InChI=1S/C7H7N3/c8-7-5-3-1-2-4-6(5)9-10-7/h1-4H,(H3,8,9,10)

InChIKey

YDTDKKULPWTHRV-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC=C2)C(N)=N1

CAS DataBase Reference

874-05-5(CAS DataBase Reference)

EPA Substance Registry System

1H-Indazol-3-amine (874-05-5)

Safety Information

Hazard Codes 

T

Risk Statements 

34-25-36/37/38-22

Safety Statements 

26-36/37/39-45-22

RIDADR 

3259

TSCA 

Yes

HazardClass 

6.1

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

29339900

1H-INDAZOL-3-YLAMINE Usage And Synthesis

Uses

1H-Indazol-3-amine is a reagent used in the preparation of indazole derivatives as potential antimicrobial and antitumor agents.

Chemical Properties

Light yellow crystals

Uses

1H-Indazol-3-amine is a reagent used in the preparation of indazole derivatives as potential antimicrobial and antitumor agents.

Definition

ChEBI: 1H-indazol-3-amine is a member of indazoles.

Synthesis

Example 21.1: Preparation of methyl 3-hydroxy-4-oxo-4,6-dihydro-pyrimido[1,2-b]indazole-2-carboxylate Step 1: 2-Fluorobenzonitrile (605 mg, 5 mmol) was mixed with 85% hydrazine hydrate (352 mg, 6 mmol) in 1-butanol (3 mL). The reaction mixture was heated to reflux and stirred for 5 hours. After completion of the reaction, it was cooled to room temperature and the precipitate was collected by filtration. The filter cake was washed with dichloromethane and subsequently dried under vacuum to give 3-aminoindazole (293 mg, 44% yield). 1H NMR (300 MHz, D6-DMSO): δ 5.26-6.36 (brs, 2H), 6.84-6.93 (m, 1H), 7.18-7.24 (m, 2H), 7.67 (dt, J = 8.1, 0.9 Hz, 1H), 11.33 (s, 1H).

References

[1] Chemical Communications, 2014, vol. 50, # 85, p. 12911 - 12914
[2] Advanced Synthesis and Catalysis, 2016, vol. 358, # 13, p. 2126 - 2133
[3] Patent: WO2008/77188, 2008, A1. Location in patent: Page/Page column 127-128
[4] Organic Process Research and Development, 2011, vol. 15, # 3, p. 565 - 569
[5] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 23, p. 5293 - 5297

1H-INDAZOL-3-YLAMINE(874-05-5)Related Product Information

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