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3-Amino-6-cyanopyridine

3-Amino-6-cyanopyridine structure

CAS No:
55338-73-3
Formula:
C6H5N3
Chemical Name:
3-Amino-6-cyanopyridine
Synonyms:
3-AMINO-6-CYANOPYRIDINE;5-AMINO-2-CYANOPYRIDINE;5-AMINO-PYRIDINE-2-CARBONITRILE;5-Aminopicolinonitrile;2-Cyano-5-Aminopyridine;5-Amino-2-pyridinecarbonitrile, 96%;5-Amino-2-pyridine nitrile;2-carbonitrile-5-aminopyridine
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Brown powder

3-Amino-6-cyanopyridine Basic Attributes

Molecular Weight：

119.12

Exact Mass：

119.048347

DSSTox ID：

DTXSID30397657

Characteristics

PSA：

62.7

XLogP3：

0.2

Appearance：

Brown powder

Density：

1.2±0.1 g/cm3

Melting Point：

148-152 °C(lit.)

Boiling Point：

368.2°C at 760 mmHg

Flash Point：

176.5±23.7 °C

Refractive Index：

1.595

Safety Information

Packing level：

Ⅲ

Hazard category：

6.1

Transport codes：

3439

wgk germany：

hazard class code：

20/21/22-36/37/38

safety instructions：

26-36

Marks：

Xn,Xi

Precautionary statement(s)：

P261-P280-P305 + P351 + P338

Hazard Statements：

H302-H312-H315-H319-H332-H335

GHS Classification：

|Danger|H301 (11.63%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 43 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

3-Amino-6-cyanopyridine Use and Manufacturing

To a solution of 5-nitropyridine-2-carbonitrile (7.0 g, 46.9 mmol) in methanol (150 mL) was added 10percent palladium on carbon (2.0 g) and carbamic acid (7.0 g, 115 mmol). After being heated under reflux for 16 hours, the resulting mixture was filtered and the filtrate was concentrated in vacuo. The residue was dissolved in water (150 mL) and the resulting mixture was extracted with ethyl acetate (150 mL x 3). The organic layer was dried over sodium sulfate and concentrated in vacuo to afford 5.1 g of 5-aminopyridine-2-carbonitrile (yield was 9 1.3percent).4) 1864.7 g of reduced Fe powder was added to 16780 g of ethyl acetate and 1864.7 g of 2-cyano-5-nitropyridine, Oil bath heated to 81 began to drop 8299g of acetic acid, acetic acid was added dropwise to maintain a steady reflux, with the dropping of reflux temperature byGradually rise to 89 , and the need to be added within 310min was completed; after completion of the dropwise addition at 81 reaction temperature incubated for 5h.5) The reaction solution obtained in step 4) was filtered while hot at 65 ° C, the filtrate, the filter cake separately treated, wherein the filtrate withNaOH temperature was controlled at 5 ~ 10 , pH adjusted to 8.5, with ethyl acrylate back to the aqueous phase; to the filter cake was added the amount of propyleneEthyl acetate and NaHSO3 aqueous solution, warmed to 60 ° C, stirred for 15min and filtered, again with ethyl acrylate back to the aqueous phase; mergeThe organic phase obtained above was washed with saturated NaCl solution and then concentrated. Finally, 1270 g of tan solid B, 2-cyano-5-Aminopyridine, yield 85.3percent, purity 97percent.Step B: 5-Aminopicolinonitrile (21) [00384] A mixture of 5-nitropicolinonitrile (20, step A) (3 g, 20 mmol), Zn (6.5 g, 100 mmol) and H

Computed Properties

Molecular Weight:119.12
XLogP3:0.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:119.048347172
Monoisotopic Mass:119.048347172
Topological Polar Surface Area:62.7
Heavy Atom Count:9
Complexity:135
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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