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Aniline → Ethyl 1-(phenylaminocarbonyl)cyclopropanecarboxylate

HRID 893207
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HRID 893207 반응식
C(C1(C(O)=O)CC1)(OCC)=O.ClC(OCC)=O.NC1C=CC=CC=1.C(N(CC)CC)C.Cl[C:33]1[CH:38]=[CH:37][C:36]([NH:39][C:40]([C:42]2([C:45]([O:47][CH2:48][CH3:49])=[O:46])[CH2:44][CH2:43]2)=[O:41])=[C:35](CC)[CH:34]=1>>[C:36]1([NH:39][C:40]([C:42]2([C:45]([O:47][CH2:48][CH3:49])=[O:46])[CH2:43][CH2:44]2)=[O:41])[CH:35]=[CH:34][CH:33]=[CH:38][CH:37]=1
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참가 물질

6

반응물 5

HCID 6115AnilineHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 117894721-(Ethoxycarbonyl)cyclopropanecarboxylic acidHCID 19096849Ethyl 1-(4-chloro-2-ethylphenylaminocarbonyl)cyclopropanecarboxylate

생성물 1

HCID 14150218Ethyl 1-(phenylaminocarbonyl)cyclopropanecarboxylate

실험 절차

1-Carboethoxycyclopropanecarboxylic acid (3.95 grams, 0.025 mole), ethyl chloroformate (2.71 grams, 0.025 mole) and aniline (2.33 grams, 0.025 mole) were reacted sequentially in the presence of triethylamine (2.53 grams, 0.025 mole) in a manner similar to that described for ethyl 1-(4-chloro-2-ethylphenylaminocarbonyl)cyclopropanecarboxylate in Example XXXIII to give ethyl 1-(phenylaminocarbonyl)cyclopropanecarboxylate which was then hydrolyzed in a manner similar to that described in Example VII to give 2.42 grams (0.01 mole) of 1-(phenylaminocarbonyl)cyclopropanecarboxylic acid having a melting point of 178° C.-181° C. NMR analysis of the product indicated the following:

출처 및 근거

ORD 기록
ord-2cda3b49a0244928a99782c62d43e892
출처 데이터셋
uspto-grants-1992_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05123951

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