Triethylamine → N-Carbomethoxy-N-cyclohexylsulfamyl-O-methylisourea

HRID 246837

反応式

HRID 246837 の反応式
C(N(CC)CC)C.[C:8]([NH:12][C:13](=[NH:16])[O:14][CH3:15])([O:10][CH3:11])=[O:9].[CH:17]1([NH:23][S:24](Cl)(=[O:26])=[O:25])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>C1COCC1.C(Cl)Cl>[C:8]([N:12]([S:24](=[O:26])(=[O:25])[NH:23][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[C:13](=[NH:16])[O:14][CH3:15])([O:10][CH3:11])=[O:9]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 12914615Cyclohexylsulfamyl chlorideHCID 137319931Methyl N-(iminomethoxymethyl)carbamate

生成物 1

HCID 21269103N-Carbomethoxy-N-cyclohexylsulfamyl-O-methylisourea

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-70 °C

実験手順

Triethylamine (112 g) is added to a stirred solution of N-carbomethoxy-O-methylisourea (132.1 g) in anhydrous THF (900 ml). The solution is cooled to -70° C. under an N2 atmosphere and solution of cyclohexylsulfamoyl chloride (198 g) in anhydrous THF (400 ml) is added dropwise to the reaction mixture. The reaction mixture is warmed to RT filtered through Celite®, washed with anhydrous THF and evaporated to yield an oil which is taken up in methylene chloride, washed with 0.5N HCl and allowed to stand overnight. The organic layer is washed with 0.5N HCl, dried, filtered, washed with methylene chloride, evaporated and dried under high vacuum affording the desired product as an oil which is used in the next step without further purification.

後処理

  1. temperatureThe reaction mixture is warmed to RT
  2. filtrationfiltered through Celite®
  3. washwashed with anhydrous THF
  4. customevaporated
  5. customto yield an oil which
  6. washwashed with 0.5N HCl
  7. washThe organic layer is washed with 0.5N HCl
  8. customdried
  9. filtrationfiltered
  10. washwashed with methylene chloride
  11. customevaporated
  12. customdried under high vacuum

出典と根拠

ORDレコード
ord-255c3752580c4567bd3b121ac161a56e
出典データセット
uspto-grants-1987_11
特許番号
US04704388

関連ノート

読み込み中…