1314749-35-3|9-Oxo-5,6,7,8,8a,9-hexahydroacridine-3-carboxylic acid| Ambeed

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CAS No. :	1314749-35-3
Formula :	C₁₄H₁₃NO₃
M.W :	243.26
SMILES Code :	O=C(C(C=C1N=C2CCCCC23)=CC=C1C3=O)O
MDL No. :	MFCD28142940

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501

Yield	Reaction Conditions	Operation in experiment
88%		A suspension of 9-oxo-5,6,7,8,9,10-hexahydro-acridine-3-carboxylic acid (VIa) (10 g, 4.1 mmols) in phosphorous oxychloride (50 mL) was heated to 100 C. for 1 h. Reaction completion was monitored by TLC. After completion, the reaction mixture was cooled to 25 C. and excess phosphorous oxychloride was removed under vacuum. The residue was mixed with ice (50 g) and the pH was adjusted to 4-5 with solid sodium bicarbonate. The solid obtained was filtered, washed with water (250 mL) and dried under vacuum to get 9.6 g (88%) of compound (Vila) as a white solid.1H NMR (300 MHz, DMSO) δ 13.37 (s, 1H), 8.44 (s, 1H), 8.19-8.16 (d, 1H, J=8.7 Hz), 8.09-8.07 (dd, 1H, J=8.7 Hz, 1.5 Hz), 3.06 (m, 2H), 2.96 (m, 2H), 1.99-1.89 (m, 4H).MS: calcd for C14H12ClNO2, 261.06. found 261.8 (M+H)+.
88%	With trichlorophosphate; at 100℃; for 1h;	Step 2: halogenation; 9-chloro-5,6,7,8-tetrahydroacridine-3-carboxylic acid (VIIa); A suspension of 9-oxo-5, 6, 7, 8, 9, 10-hexahydro-acridine-3-carboxylic acid (VIa) (10 g, 4.1 mmols) in phosphorous oxychloride (50 mL) was heated to 100C for 1 h. Reaction completion was monitored by TLC. After completion, the reaction mixture was cooled to 25C and excess phosphorous oxychloride was removed under vacuum. The residue was mixed with ice (50 g) and the pH was adjusted to 4-5 with solid sodium bicarbonate. The solid obtained was filtered, washed with water (250 mL) and dried under vacuum to get 9.6 g (88%) of compound (VIIa) as a white solid. 1H NMR (300 MHz, DMSO) δ 13.37 (s, 1H), 8.44 (s, 1H), 8.19-8.16 (d, 1H, J = 8.7 Hz), 8.09-8.07 (dd, 1H, J = 8.7 Hz, 1.5 Hz), 3.06 (m, 2H), 2.96 (m, 2H), 1.99-1.89 (m, 4H). MS: calcd for C14H12ClNO2, 261.06; found 261.8 (M+H)+.

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P337 + P313	IF eye irritation persists: Get medical advice/attention.
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Disposal
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CAS No.: 1314749-35-3

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CAS No.: 1314749-35-3

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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
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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
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H301	Toxic if swallowed
H302	Harmful if swallowed
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