ChemicalBook CAS DataBase List CYCLOPROPANECARBOXAMIDE

CYCLOPROPANECARBOXAMIDE synthesis

8synthesis methods

Product Name:CYCLOPROPANECARBOXAMIDE
CAS Number:6228-73-5
Molecular formula:C4H7NO
Molecular Weight:85.1

4023-34-1

6228-73-5

General procedure: synthesis of intermediate 3: cyclopropane carboxamide Ammonia was passed into a well-stirred solution of cyclopropanecarbonyl chloride (1 g, 9.61 mmol) in dichloromethane (10 mL) at room temperature and purged continuously for 2 hours. Upon completion of the reaction, the solvent was removed by vacuum distillation. The residue was dissolved in ethyl acetate and filtered to remove insoluble matter. Subsequently, the filtrate was concentrated to give pure cyclopropanecarboxamide as a crystalline solid (0.81 g, 100% yield). 1H NMR (400 MHz, CHCl3-d): δ 5.63-5.91 (broad single peak, 2H, NH2), 1.43 (multiple peaks, 1H, cyclopropane-CH), 0.98 (double peaks, J = 4.42,2.98 Hz, 2H, cyclopropane-CH2), 0.79 (double peaks, J = 7.91,2.95 Hz, 2H, cyclopropane- CH2). MS (mass spectrum): 85.91 (M + 1).

4023-34-1 Synthesis

4023-34-1
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$12.00/5g

6228-73-5
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$5.00/1g

Yield:6228-73-5 100%

Reaction Conditions:

with ammonia in dichloromethane at 20; for 2 h;

Steps:

Intermediate 3: Synthesis of cvclopropanecarboxamide Ammonia was purged through a well-stirred solution of cyclopropane carbonyl chloride (1 g, 9.61 mmol) in dichloromethane (10 mL) for 2 hours at room temperature. Solvent was removed under vacuum, the residue was taken up in ethyl acetate and filtered The filtrate was concentrated to afford pure cyclopropanecarboxamide as a crystalline solid (0.81 g, 100%).¹H NMR (400 MHz, CHCI₃-cf): δ 5.63 - 5.91 (br. s, 2H), 1 .43 (m, 1 H), 0.98 (dd, J=4.42, 2.98 Hz, 2H), 0.79 (dd, J=7.91 , 2.95 Hz, 2H). MS: 85.91 (M+1 ).

References:

DAIICHI SANKYO COMPANY, LIMITED;VERMA, Ashwani, Kumar;NAGASWAMY, Kumaragurubaran;SHARMA, Lalima;GHOSH, Soma;KALE, Balkrishna, Ramchandra;MONDAL, Aniruddha;SRIVASTAVA, Punit, Kumar;DASTIDAR, Sunanda, Ghosh;MIYAUCHI, Rie;MURATA, Takeshi;ISHIZAKI, Masayuki;NAGAMOCHI, Masatoshi;IIMURA, Shin;MOMIN, Rijwan, Jaffer;WAGH, Pradip, Balu;PANSARE, Sonali, Nanasaheb;MARKAD, Pramod, Raosaheb;KHAIRNAR, Yogesh, Balasaheb WO2012/160464, 2012, A1 Location in patent:Page/Page column 59-60

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5500-21-0 Synthesis