反応式
[CH3:1][N:2]1[CH2:6][CH2:5][CH:4]([S:7][C:8]2[C:13]([C:14]([OH:16])=O)=[CH:12][CH:11]=[CH:10][N:9]=2)[CH2:3]1.C(Cl)(Cl)[Cl:18].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Cl:18][CH2:6][CH2:5][CH:4]1[CH2:3][N:2]([CH3:1])[C:14](=[O:16])[C:13]2[CH:12]=[CH:11][CH:10]=[N:9][C:8]=2[S:7]1参加物
実験手順
A mixture of 80.75 g (0.34 mole) of 2-[(1-methyl-3-pyrrolidinyl)thio]-3-pyridinecarboxylic acid, 500 ml of chloroform, 200 g of carbon tetrachloride and 178 g (0.68 mole) of triphenylphosphine was stirred at reflux for 2.5 hr. The resulting solution was extracted with one 500 ml and three 125 ml portions of 1N hydrochloric acid. The acid extracts were combined and extracted with isopropyl ether. The aqueous layer was basified with sodium hydroxide and extracted three times with chloroform. The combined chloroform extract was dried over sodium sulfate and concentrated. A portion of the residue was chromatographed on the high pressure liquid chromatograph using a silica column and ethyl acetate. The compound obtained was crystallized from isopropyl ether-isopropyl alcohol, m.p. 97°-100° C.
後処理
- temperatureat reflux for 2.5 hr
- extractionThe resulting solution was extracted with one 500 ml and three 125 ml portions of 1N hydrochloric acid
- extractionextracted with isopropyl ether
- extractionextracted three times with chloroform
- extractionThe combined chloroform extract
- dry with materialwas dried over sodium sulfate
- concentrationconcentrated
- customA portion of the residue was chromatographed on the high pressure liquid chromatograph
- customThe compound obtained
- customwas crystallized from isopropyl ether-isopropyl alcohol, m.p. 97°-100° C.
出典と根拠
- ORDレコード
- ord-096b53bb7a6544419bcc2696d8447345
- 出典データセット
- uspto-grants-1987_11
- 特許番号
- US04705853
関連ノート
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