methyl 1H-pyrrole-3-carboxylate → Methyl 5-(3,4-Dichlorophenylthio)pyrrole-3-carboxylate

HRID 1703260노트

반응식

HRID 1703260 반응식
[NH:1]1[CH:5]=[CH:4][C:3]([C:6]([O:8][CH3:9])=[O:7])=[CH:2]1.[Cl:10][C:11]1[CH:12]=[C:13]([S:18]Cl)[CH:14]=[CH:15][C:16]=1[Cl:17]>>[Cl:10][C:11]1[CH:12]=[C:13]([S:18][C:5]2[NH:1][CH:2]=[C:3]([C:6]([O:8][CH3:9])=[O:7])[CH:4]=2)[CH:14]=[CH:15][C:16]=1[Cl:17]

참가 물질

3

반응물 2

HCID 12361759methyl 1H-pyrrole-3-carboxylateHCID 128785403,4-Dichlorobenzenesulfenyl chloride

생성물 1

HCID 12897048Methyl 5-(3,4-Dichlorophenylthio)pyrrole-3-carboxylate수율 104.2%

실험 절차

By the procedure of Example 23, methyl pyrrole-3-carboxylate (2.5 g., 20 mmoles) was reacted with 3,4-dichlorobenzenesulfenyl chloride (4.24 g., 20 mmoles) to yield crude product (6.3 g., oil). The crude was chromatographed on 250 g. of silica gel, with 125 ml. fractions of the ethyl acetate-1/hexane-5/5% acetic acid eluant collected. Fractions 2 to 6 were combined and evaporated to dryness to afford purified methyl 5-(3,4-dichlorophenylthio)pyrrole-3-carboxylate (2.76 g., m.p. 93°-96° C.).

출처 및 근거

ORD 기록
ord-e6a16edaa1234635bcc2cc5a3928e6d3
출처 데이터셋
uspto-grants-1982_09
특허 번호
US04351843

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