Thionyl Chloride → HCID 11829930、化合物

HRID 1647920

反応式

HRID 1647920 の反応式
[O:1]=[C:2]1[CH:6]=[CH:5][C:4](=[O:7])[N:3]1[CH2:8][C:9]([OH:11])=O.S(Cl)([Cl:14])=O>>[O:1]=[C:2]1[CH:6]=[CH:5][C:4](=[O:7])[N:3]1[CH2:8][C:9]([Cl:14])=[O:11]

参加物

3

反応物 2

HCID 24386Thionyl ChlorideHCID 3199352-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid

生成物 1

HCID 11829930HCID 11829930、化合物

実験手順

A suspension of 2,5-dihydro-2,5-dioxopyrrol-1-ylacetic acid (821 mg) in thionyl chloride (15.9 ml) was heated under reflux for 0.5 hours and the excess thionyl chloride was removed under vacuum. The residue was evaporated twice with dry toluene to afford 2,5-dihydro-2,5-dioxopyrrol-1-ylacetyl chloride [(5) where m=1] as a colourless, readily hydrolysed liquid. (The compound has been prepared previously by a less convenient route5). The crude acid chloride was dissolved in dry ether (25 ml) and added dropwise to an ice-cold solution of the hydrazinecarboxylate [(4) where n=1, 1.30 g] and triethylamine (588 mg) in dry ether (25 ml). The mixture was stirred in an ice bath for 1 hour then diluted with ethyl acetate and washed with water, dilute HCl, saturated NaHCO3 and brine, dried and evaporated. The residue was crystallised from ethyl acetate--petroleum ether to give the compound (6) as colourless plates (1.67 g; 82%) m.p. 157°-9° C. (Found: C, 53.1; H, 6.7; N, 10.8. C17H25N3O7 requires C, 53.25; H, 6.6; N, 11.0%).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 0.5 hours
  3. customthe excess thionyl chloride was removed under vacuum
  4. customThe residue was evaporated twice with dry toluene

出典と根拠

ORDレコード
ord-db8798e330d44da8be7f8da27f138c17
出典データセット
uspto-grants-1995_07
特許番号
US05434272

関連ノート

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