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

HRID 1703260ノート

反応式

HRID 1703260 の反応式
[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]

参加物

3

反応物 2

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

生成物 1

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

実験手順

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.).

出典と根拠

ORDレコード
ord-e6a16edaa1234635bcc2cc5a3928e6d3
出典データセット
uspto-grants-1982_09
特許番号
US04351843

反応ノート

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