1228666-28-1|3-Iodo-1,5-naphthyridine| Ambeed

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CAS No. :	1228666-28-1
Formula :	C₈H₅IN₂
M.W :	256.04
SMILES Code :	IC1=CC2=NC=CC=C2N=C1
MDL No. :	MFCD16628231

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Yield	Reaction Conditions	Operation in experiment
65.3%		Example 2c: Synthesis of 3-iodo-l,5-naphthyridine (D-14) [00317] To a solution of l,5-naphthyridin-3-amine (D-13) (16.5 mmol, 1.0 eq) in H20 (150 mL), con. HC1 (36.5%, 7 mL, 84 mmol, 5.0 eq) was added slowly at 0 - 5 C. The resulting mixture was stirred for 15 min at 0 - 5 C, a solution of sodium nitrite (1.252 g, 18.1 mmol, 1.1 eq) in H20 (5 mL) was added dropwise at 0 - 5 C and stirred for 1 h. Then the above solution was added to a solution of KI (8.217 g, 49.5 mmol, 3 eq) in H20 (100 mL), the resulting mixture was stirred at 60 C for 1 hour. After the solution was cooled to RT, solid Na2SC>3 (4.0 g) was added. The mixture was neutralized with solid Na2CC>3 to adjust pH value to 7 - 8, and extracted with ethyl acetate (3 x 100 mL). The combined organic layers were dried over Na2SC>4 and filtered. The filtrate was concentrated in vacuo to afford the desired product 3-iodo-l,5-naphthyridine (D-14) (2.758 g, 65.3% yield, 2 steps) as a solid. lR NMR (300 MHz, CDC13- 6) δ: 9.1 (d, J = 2.1 Hz, 1H), 8.95 (dd, J = 4.2 Hz, J = 1.5 Hz, 1H), 8.80 (d, J = 1.2 Hz, 1H), 8.35 (d, J = 8.4 Hz, 1H), 7.63-7.67(m, 1H); ESI-MS m/z : 256.96 [M+H]+.
		To a solution of l,5-naphthyridin-3-amine (D-13) (16.5 mmol, 1.0 eq) in H20 (150 mL), con. HC1 (36.5%, 7 mL, 84 mmol, 5.0 eq) was added slowly at 0 - 5 C. The resulting mixture was stirred for 15 min at 0 - 5 C, a solution of sodium nitrite (1.252 g, 18.1 mmol, 1.1 eq) in H20 (5 mL) was added dropwise at 0 - 5 C and stirred for 1 h. Then the above solution was added to a solution of KI (8.217 g, 49.5 mmol, 3 eq) in H20 (100 mL), the resulting mixture was stirred at 60 C for 1 hour. After the solution was cooled to RT, solid Na2S03 (4.0 g) was added. The mixture was neutralized with solid Na2C(¾ to adjust pH value to 7 - 8, and extracted with ethyl acetate (3 x 100 mL). The combined organic layers were dried over Na2S04 and filtered. The filtrate was concentrated in vacuo to afford the desired product 3-iodo-l,5-naphthyridine (D-14) (2.758 g, 65.3%o yield, 2 steps) as a solid. :H NMR (300 MHz, CDC13-<¾) 8: 9.1 (d, J = 2.1 Hz, 1H), 8.95 (dd, J = 4.2 Hz, J = 1.5 Hz, 1H), 8.80 (d, J = 1.2 Hz, 1H), 8.35 (d, J= 8.4 Hz, 1H), 7.63-7.67(m, 1H); ESI-MS m/z : 256.96 [M+H]+.

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
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P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
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P222	Do not allow contact with air.
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P230	Keep wetted
P231	Handle under inert gas.
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P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
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P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
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P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
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Response
Code	Phrase
P301	IF SWALLOWED:
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P320
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P321
P322
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P353	Rinse skin with water/shower.
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P370	In case of fire:
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P372	Explosion risk in case of fire.
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P378
P380	Evacuate area.
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P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
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P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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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.
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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.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
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P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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CAS No.: 1228666-28-1

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CAS No.: 1228666-28-1

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Physical hazards
Code	Phrase
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
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
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
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed