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4-Amino-3-nitropyridine

4-Amino-3-nitropyridine structure

CAS No:
1681-37-4
Formula:
C5H5N3O2
Chemical Name:
4-Amino-3-nitropyridine
Synonyms:
4-Pyridinamine,3-nitro-;Pyridine,4-amino-3-nitro-;3-Nitro-4-pyridinamine;4-Amino-3-nitropyridine;3-Nitro-4-aminopyridine
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

yellow crystalline powder

4-Amino-3-nitropyridine Basic Attributes

Molecular Weight：

139.11

Exact Mass：

139.11

BRN：

383710

EC Number：

-0

DSSTox ID：

DTXSID40338379

HScode：

29333990

Characteristics

PSA：

84.7

XLogP3：

0.6

Appearance：

Yellow Crystalline Powder

Density：

1.4551 (rough estimate)

Melting Point：

203 °C

Boiling Point：

255.04°C (rough estimate)

Flash Point：

165.7±22.3 °C

Refractive Index：

1.5900 (estimate)

Water Solubility：

Insoluble in water.

Vapor Pressure：

4.4E-05mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

22-36/37/38-20/21/22

safety instructions：

26-36-36/37/39

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H302-H315-H319-H335

GHS Classification：

|Warning|H302 (97.78%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 45 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

4-Amino-3-nitropyridine Use and Manufacturing

Under ice bath, pyridin-4-amine (5.0 g, 50.0 mmol) was solubilizedin concentrated sulfuric acid (20 mL), then fuming nitric acid(2.5 mL) was added drop-wise at 0–10 C. After stirring for 5 h at rt, 90 C for 3 h and continue to stir at rt overnight. Then the mixturewas poured into ice-water, adjust the pH value to 7 with ammonia, The resulting precipitate was filtered, dried under reduced pressureto yield the title compound as a yellow solid (5.1 g, 70percent).MS [M+H]+ m/z: 140.04.EXAMPLE 3 (a) 3-Nitro-4-aminopyridine Five grams (31.5 mmol) of 3-nitro-4-chloropyridine was mixed with 26 g of ammonium acetate, and the mixture was heated at 130-140 C. for 3 hours. The mixture was allowed to cool, and then adjusted to pH 10 with concentrated aqueous ammonia. The precipitated powder was collected by filtration to obtain 2.6 g of the intended yield: 59%).(a) 3-Nitro-4-aminopyridine Five grams (31.5 mmol) of 3-nitro-4-chloropyridine was mixed with 26 g of ammonium acetate, and the mixture was heated at 130-140 C. for 3 hours. The mixture was allowed to cool, and then adjusted to pH 10 with concentrated aqueous ammonia. The precipitated powder was collected by filtration to obtain 2.6 g of the intended product (yield: 59%).A mixture of Step 1[00202] A mixture of A mixture of Step a;A mixture of Step 1 (0852) A mixture of [0667] A mixture of To a stirred mixture of 38 (3.0 g, 21.6 mmol) and NaOAc (2.7 g, 32.4 mmol) in glacial AcOH (72 mL) was added dropwise a mixture of Br2 (3.8 g, 23.8 mmol) in glacial AcOH (24 mL), then the mixture was stirred for 48 h at room temperature. The reaction was quenched with saturated aqueous Na2S2O3 (10 mL), then the solvent was removed under reduced pressure. The resulting yellow solid was collected by filtration and washed with water (50 mL), then dried under vacuum. The crude product was recrystallized from n-hexane/EtOAc (3:1) to give 39 (3.2 g, 67% yield) as yellow crystals. 1H and 13C NMR data were in agreement with those previously reported.28Step a A mixture of

Computed Properties

Molecular Weight:139.11
XLogP3:0.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:139.038176411
Monoisotopic Mass:139.038176411
Topological Polar Surface Area:84.7
Heavy Atom Count:10
Complexity:133
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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CAS No.: 1681-37-4

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4-Amino-3-nitropyridine

CAS No.: 1681-37-4

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Content: 98%

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