Thionyl Chloride → N-(4-[2-(4-methyl-2-oxo-piperidine-1-carboxamido)-ethyl]-benzenesulfonyl)-N'-butyl urea

HRID 1701973ノート

反応式

HRID 1701973 の反応式
[CH3:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([S:19]([OH:21])=[O:20])=[CH:15][CH:14]=2)=[O:9])[C:4](=[O:22])[CH2:3]1.O[NH:24][C:25]([NH:27][CH2:28][CH2:29][CH2:30][CH3:31])=[O:26].S(Cl)(Cl)=O>O1CCOCC1>[CH3:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([NH:10][CH2:11][CH2:12][C:13]2[CH:14]=[CH:15][C:16]([S:19]([NH:24][C:25]([NH:27][CH2:28][CH2:29][CH2:30][CH3:31])=[O:26])(=[O:21])=[O:20])=[CH:17][CH:18]=2)=[O:9])[C:4](=[O:22])[CH2:3]1

参加物

5

反応物 3

HCID 24386Thionyl ChlorideHCID 79761N-Butyl-N'-hydroxyureaHCID 205045994-[2-(4-Methyl-2-oxo-piperidine-1-carboxamido)-ethyl]-benzenesulfinic acid

生成物 1

HCID 20504612N-(4-[2-(4-methyl-2-oxo-piperidine-1-carboxamido)-ethyl]-benzenesulfonyl)-N'-butyl urea

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

反応条件

温度
60 °C

実験手順

0.6 g of 4-[2-(4-methyl-2-oxo-piperidine-1-carboxamido)-ethyl]-benzenesulfinic acid (crude product m.p. 113°-115° C., prepared by reaction of 4-[2-(4-methyl-2-oxo-piperidine-1-carboxamido)-ethyl]-benzenesulfochloride with sodium sulfite) and 0.3 g of N-hydroxy-N'-butyl urea are dissolved in 50 ml of dioxan. 0.4 g of thionyl chloride in 10 ml of dioxan is added dropwise to this solution, and the batch is heated for 2 hours at 60° C. Subsequently, the solvent is evaporated under reduced pressure, water is added dropwise to the residue, the oily substance is separated and reprecipitated from ammonia. The N-(4-[2-(4-methyl-2-oxo-piperidine-1-carboxamido)-ethyl]-benzenesulfonyl)-N'-butyl urea obtained has a melting point of 155°-157° C., and, with the substance obtained according to Example 8, shows no depression.

後処理

  1. customSubsequently, the solvent is evaporated under reduced pressure, water
  2. additionis added dropwise to the residue
  3. customthe oily substance is separated
  4. customreprecipitated from ammonia

出典と根拠

ORDレコード
ord-a859a06453f64f2aaadcec60d2475987
出典データセット
uspto-grants-1983_04
特許番号
US04379785

反応ノート

読み込み中…