[ CAS No. 14208-83-4 ] {[proInfo.proName]}

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Quality Control of [ 14208-83-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 14208-83-4 ]

SDS Specification

Alternatived Products of [ 14208-83-4 ]

Product Details of [ 14208-83-4 ]

CAS No. :	14208-83-4	MDL No. :	MFCD03788270
Formula :	C₈H₁₀N₂O₂	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	BIFLTHWDFNLOTD-UHFFFAOYSA-N
M.W :	166.18	Pubchem ID :	2736365
Synonyms :

Safety of [ 14208-83-4 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P305+P351+P338	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 14208-83-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 14208-83-4 ]
Downstream synthetic route of [ 14208-83-4 ]

[ 14208-83-4 ] Synthesis Path-Upstream 1~3

1
[ 64-17-5 ]
[ 7579-20-6 ]
[ 14208-83-4 ]

Yield	Reaction Conditions	Operation in experiment
60%	Stage #1: for 20 h; Heating / reflux Stage #2: With sodium hydroxide In water	To an ethanol (20mL) solution of 3-aminolsonicotinoic acid (1.4g, 10 mmol), conc. sulfuric acid (2.94g, 30 mmol) was added and refluxed under heating for 20 hours. The reaction liquid was distilled under reduced pressure. Water was added to the obtained residue, which was made its pH to 8-9 with a 2N sodium hydroxide solution under ice-cooling. The precipitated solid was filtered and dried to give ethyl 3-aminoisonicotinate (0.70g, 42percent). Further, the filtrate was extracted with ethyl acetate, and the organic layer was washed with water and saturated aqueous sodium chloride, subsequently, and dried over anhydrous magnesium sulfate. The solvent was distilled under reduced pressure to give ethyl 3-aminoisonicotinoate (0.30g, 18percent) ¹H-NMR (DMSO-d₆) δ:1.30(3H,t,J=7.1Hz), 4.28(2H,q,J=7.1Hz), 6.66 (2H,br.s), 7.45(1H,d,J=5.2Hz), 7.73(1H,d,J=5.2Hz), 8.23(1H,s)

Reference： [1] Australian Journal of Chemistry, 1993, vol. 46, # 7, p. 987 - 993
[2] Patent: EP1844768, 2007, A1, . Location in patent: Page/Page column 29-30
[3] Journal of Organic Chemistry, 1952, vol. 17, p. 547,553
[4] Bulletin de la Societe Chimique de France, 1992, # 1, p. 79 - 84
[5] Journal of Medicinal Chemistry, 1993, vol. 36, # 18, p. 2676 - 2688
[6] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 8, p. 2061 - 2071
[7] Patent: WO2011/150156, 2011, A2, . Location in patent: Page/Page column 128

2
[ 7579-20-6 ]
[ 14208-83-4 ]

Reference： [1] Patent: US5250548, 1993, A,

3
[ 4664-01-1 ]
[ 14208-83-4 ]

Reference： [1] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 8, p. 2061 - 2071
[2] Australian Journal of Chemistry, 1993, vol. 46, # 7, p. 987 - 993

[ 14208-83-4 ] Synthesis Path-Downstream 1~3

1
[ 64-17-5 ]
[ 7579-20-6 ]
[ 14208-83-4 ]

Yield	Reaction Conditions	Operation in experiment
60%		To an ethanol (20mL) solution of 3-aminolsonicotinoic acid (1.4g, 10 mmol), conc. sulfuric acid (2.94g, 30 mmol) was added and refluxed under heating for 20 hours. The reaction liquid was distilled under reduced pressure. Water was added to the obtained residue, which was made its pH to 8-9 with a 2N sodium hydroxide solution under ice-cooling. The precipitated solid was filtered and dried to give ethyl 3-aminoisonicotinate (0.70g, 42percent). Further, the filtrate was extracted with ethyl acetate, and the organic layer was washed with water and saturated aqueous sodium chloride, subsequently, and dried over anhydrous magnesium sulfate. The solvent was distilled under reduced pressure to give ethyl 3-aminoisonicotinoate (0.30g, 18percent) 1H-NMR (DMSO-d6) delta:1.30(3H,t,J=7.1Hz), 4.28(2H,q,J=7.1Hz), 6.66 (2H,br.s), 7.45(1H,d,J=5.2Hz), 7.73(1H,d,J=5.2Hz), 8.23(1H,s)
		(j) Ethyl 3-aminoisonicotinate[00453] To an ice-cold suspension of 3-aminoisonicotinic acid (8 g, 58 mmol) in ethanol (36 mL) and toluene (36 mL) was added concentrated sulfuric acid (6.4 mL), and the mixture was stirred for 24 h. The solvents were removed under reduced pressure, the residue was dissolved in water, and the solution was adjusted to pH 8 with concentrated ammonium hydroxide to give ethyl 3-aminoisonicotinate (6.5 g). MS (ESI): m/z 167 [M+H]+.

Reference： [1]Australian Journal of Chemistry,1993,vol. 46,p. 987 - 993
[2]Patent: EP1844768,2007,A1 .Location in patent: Page/Page column 29-30
[3]Journal of Organic Chemistry,1952,vol. 17,p. 547,553
[4]Bulletin de la Societe Chimique de France,1992,p. 79 - 84
[5]Journal of Medicinal Chemistry,1993,vol. 36,p. 2676 - 2688
[6]Bioorganic and Medicinal Chemistry,2001,vol. 9,p. 2061 - 2071
[7]Patent: WO2011/150156,2011,A2 .Location in patent: Page/Page column 128

2
[ 14208-83-4 ]
[ 152398-05-5 ]

Reference： [1]Australian Journal of Chemistry,1993,vol. 46,p. 987 - 993

3
[ 7579-20-6 ]
[ 14208-83-4 ]

Yield	Reaction Conditions	Operation in experiment
	With sulfuric acid; sodium carbonate; In ethanol; water;	EXAMPLE 156A Ethyl 3-aminopyridine-4-carboxylate A suspension of 3-aminopyridine-4-carboxylic acid (2.00 g, 14.5 mmol), prepared by the method of Crum and Fuchsman, J. Het. Chem. 3, 252 (1966), in ethanol (~4 g) was treated with 4.0 g of sulfuric acid and warmed on a steam bath for 4 hours. After cooling to ambient temperature, water (~40 mL) and solid sodium carbonate were added to basify the solution which was then extracted with chloroform (3*). The combined organic extracts were washed with brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue obtained was flash chromatographed on silica gel eluding with 2:1 hexane/ethyl acetate to afford the title compound. 1 H NMR (CDCl3, 300 MHz) delta 1.41 (t, J=7 Hz, 3H), 4.37 (q, J=7 Hz, 2H), 7.60 (d, J=6 Hz, 1H), 7.93 (d, J=6 Hz, 1H), 8.19 (s, 1H). MS (DCI/NH3) m/e 167 (M+H)+, 184 (M+H+NH3)+.

Reference： [1]Patent: US5250548,1993,A

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Technical Information

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[ 14208-83-4 ]

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Ghs Precautionary Statements

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P101	If medical advice is needed,have product container or label at hand.
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P103	Read label before use
Prevention
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P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
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P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
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P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
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P285	In case of inadequate ventilation wear respiratory protection.
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P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
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P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
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P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
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P337	If eye irritation persists:
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P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
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P413
P420	Store away from other materials.
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P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
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P501	Dispose of contents/container to ...
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Physical hazards
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
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H221	Flammable gas
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H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
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H252	Self-heating in large quantities; may catch fire
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H261	In contact with water releases flammable gas
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H271	May cause fire or explosion; strong oxidizer
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H301	Toxic if swallowed
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H310	Fatal in contact with skin
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H401	Toxic to aquatic life
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H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 14208-83-4 ] {[proInfo.proName]}

Quality Control of [ 14208-83-4 ]

Related Doc. of [ 14208-83-4 ]

Product Details of [ 14208-83-4 ]

Safety of [ 14208-83-4 ]

Application In Synthesis of [ 14208-83-4 ]

[ 14208-83-4 ] Synthesis Path-Upstream 1~3

[ 14208-83-4 ] Synthesis Path-Downstream 1~3

Technical Information

Related Functional Groups of [ 14208-83-4 ]

Esters

Amines

Related Parent Nucleus of [ 14208-83-4 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 14208-83-4 ]

Related Parent Nucleus of
[ 14208-83-4 ]