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3,4-Diaminobenzonitrile

Product Name3,4-Diaminobenzonitrile
CAS17626-40-3
MFC7H7N3
MW133.15
EINECS629-100-8
MOL File17626-40-3.mol

Chemical Properties

Melting point	144-148 °C
Boiling point	368.7±27.0 °C(Predicted)
Density	1.24±0.1 g/cm3(Predicted)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
solubility	Soluble in dichloromethane, methanol and ethyl acetate.
pka	2.35±0.10(Predicted)
form	Solid
color	Pale brown
λmax	316nm(THF)(lit.)
Stability	Store in freezer at -20°C
InChI	InChI=1S/C7H7N3/c8-4-5-1-2-6(9)7(10)3-5/h1-3H,9-10H2
InChIKey	VWLLPPSBBHDXHK-UHFFFAOYSA-N
SMILES	C(#N)C1=CC=C(N)C(N)=C1
CAS DataBase Reference	17626-40-3(CAS DataBase Reference)

Safety Information

Hazard Codes	Xn,Xi
Risk Statements	22-36/37/38-20/21/22
Safety Statements	26-36-36/37
RIDADR	3276
WGK Germany	3
Hazard Note	Irritant
HazardClass	6.1
PackingGroup	III
HS Code	29269090
Storage Class	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

White to light yellow crystal powde

Uses

A synthetic intermediate

Uses

3,4-Diaminobenzonitrile is usually used likesynthetic intermediate.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 36, p. 1746, 1993 DOI: 10.1021/jm00064a008

Synthesis

6393-40-4

17626-40-3

The general procedure for the synthesis of 3,4-diaminobenzonitrile from 4-amino-3-nitrobenzonitrile was as follows: palladium/carbon catalyst (500 mg, 10% purity) was added to a stirring solution of 4-amino-3-nitrobenzonitrile (2.00 g, 12.3 mmol) in methanol (20 mL). Subsequently, the reaction flask was degassed and filled with hydrogen (using a hydrogen balloon). The reaction mixture was stirred vigorously for 18 hours at 25°C. Upon completion of the reaction, the mixture was degassed under vacuum and backfilled with nitrogen, and this process was repeated three times. Afterwards, the reaction mixture was filtered through a diatomaceous earth pad and the filtrate was concentrated under vacuum to give 3,4-diaminobenzonitrile (1.47 g, 11.04 mmol, 90% yield) as a green oil, which was used directly in the next step of the reaction.

References

[1] Australian Journal of Chemistry, 1994, vol. 47, # 9, p. 1751 - 1770
[2] Journal of Medicinal Chemistry, 1993, vol. 36, # 12, p. 1746 - 1753
[3] Journal of Medicinal Chemistry, 1996, vol. 39, # 4, p. 992 - 998
[4] Bioorganic and Medicinal Chemistry, 2002, vol. 10, # 8, p. 2589 - 2596
[5] Patent: WO2018/81167, 2018, A1. Location in patent: Page/Page column 244

3,4-Diaminobenzonitrile

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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