6914-80-3|Methyl 1-carbamoylcyclopropanecarboxylate| Ambeed

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CAS No. :	6914-80-3
Formula :	C₆H₉NO₃
M.W :	143.14
SMILES Code :	O=C(C1(C(N)=O)CC1)OC
MDL No. :	MFCD19203238

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338

Yield	Reaction Conditions	Operation in experiment
99%	With ammonia; In methanol; at 20℃; for 90h;	A solution of dimethyl cyclopropane-1 ,1 -dicarboxylate (57.8 g, 0.365 mol) in 7M ammonia in methanol was stirred at room temperature for 90 h, then evaporated under reduced pressure to afford the title compound as a colourless solid (52.2g, 99percent). H NMR (400 MHz; DMSO-d6): 7.82 (1 H, s), 7.35 (1 H, s), 3.63 (3H, s), 1 .34 (4H, s).
	With ammonia; In methanol;	Example (1) Preparation of Methyl 1-aminocarbonylcyclopropanecarboxylate Ammonia (20 l/h) is passed at 20° C. into a solution of 1,106 g (7 mol) of dimethyl cyclopropanedicarboxylate in 700 ml of methanol, with stirring. After approximately 10 hours, addition of NH3 is stopped, and the reaction mixture is cooled to 8° C. The solid formed is filtered off with suction, then washed using 200 g of cold methanol. After drying the product, 926.2 g (92.5percent) of methyl 1-aminocarbonylcyclopropanecarboxylate are obtained (m.p.: 157° C.).
	With ammonia; In methanol;Inert atmosphere;	Preparational Example 13 Preparation of 1-aminocyclopropyl acetic acid hydrochloride [0455] [0456] After reducing pressure in the reaction vessel, the vessel was filled with nitrogen gas, to which 6.8 ml of 7 N NH3 in MeOH was loaded. 1.0 g (6.30 mmol) of dimethylcyclopropane-1,1-dicarboxylate was dissolved in 63 ml of MeOH, which was also loaded into the reaction vessel. If the starting material still remained, NH3 gas could be provided for bubbling for 15 minutes. Upon completion of the reaction, the reaction solvent was eliminated by evaporation under reduced pressure and the precipitated solid compound was filtered and washed with 0° C. methanol, followed by vacuum drying. The obtained reaction product was dissolved in 5 ml of 7.4percent NaOH/H2O, followed by stirring at 40° C. for 20 minutes. Then, the temperature was lowered to room temperature (Reactant A). 7 ml of 12.3percent NaOCl and 2 ml of 30percent NaOH/H2O were stirred together at room temperature for 1 hour (Reactant B). These reactants A and B were mixed and stirred at 80° C. for 4 minutes. After lowering the temperature thereof, 4 ml of hydrochloric acid was slowly added thereto carefully not to increase the temperature more than 60° C. The solvent was eliminated by evaporation under reduced pressure and the reactant was dissolved in ethanol. The precipitated solid compound was filtered. The remaining solution was evaporated under reduced pressure and then dissolved in hot acetone. The generated solid compound was filtered and dried to give 0.5 g of 1-aminocyclopropyl acetic acid hydrochloride (yield: 58percent). [0457] 1H NMR (400 MHz, D2O) delta 1.40-1.43 (m, 2H), 1.22-1.25 (m, 2H)

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CAS No.: 6914-80-3

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CAS No.: 6914-80-3

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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
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
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H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed