ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Triethylamine → HCID 53849288、化合物

HRID 1065620
ノート
印刷プレビュー

反応式

HRID 1065620 の反応式
[CH2:1]([N:3]1[CH2:7][CH2:6][CH2:5][CH:4]1[CH2:8][NH:9][C:10](=[O:25])[C:11]1[CH:16]=[C:15]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])[C:14]([CH3:22])=[CH:13][C:12]=1[O:23][CH3:24])[CH3:2].C(N(CC)CC)C.[CH3:33][N:34]([CH3:39])[S:35](Cl)(=[O:37])=[O:36]>C(Cl)Cl>[CH2:1]([N:3]1[CH2:7][CH2:6][CH2:5][CH:4]1[CH2:8][NH:9][C:10](=[O:25])[C:11]1[CH:16]=[C:15]([N:17]([S:35]([N:34]([CH3:39])[CH3:33])(=[O:37])=[O:36])[S:18]([CH3:21])(=[O:20])=[O:19])[C:14]([CH3:22])=[CH:13][C:12]=1[O:23][CH3:24])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 50115Benzamide, N-((1-ethyl-2-pyrrolidinyl)methyl)-2-methoxy-4-methyl-5-((methylsulfonyl)amino)-HCID 83372Dimethylsulphamoyl chloride

生成物 1

HCID 53849288HCID 53849288、化合物収率 54.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-4-methyl-5-methanesulfonamidobenzamide (500 mg), triethylamine (823 mg), dimethylaminosulfonyl chloride (1.17 g), and methylene chloride (20 ml) is refluxed for 39 hours. The reaction mixture is washed with aqueous sodium hydrogencarbonate. The organic layer is washed with water, dried over sodium sulfate, and evaporated to remove the solvent. The residue is chromatographed on a column of alumina and eluted with 0.5-1% methanol/methylene chloride. The eluate is evaporated to give N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-4-methyl-5-[N-(dimethylaminosulfonyl)methanesulfonamido]benzamide (351 mg) as an oil. This product is mixed with tetrahydrofuran (3 ml) and 10% sodium hydroxide (3 ml) and warmed at 80° C. for 1 hour. The reaction mixture is evaporated to remove the tetrahydrofuran, acidified with hydrochloric acid, made alkaline with sodium hydrogencarbonate, salted out with sodium chloride, and shaken with methylene chloride. The organic layer is washed with saturated brine, dried over sodium sulfate, and evaporated to remove the solvent. The residue is chromatographed on a column of alumina and eluted with 3% methanol/methylene chloride. The eluate is evaporated to remove the solvent. The residue is washed with ether/isopropyl ether and filtered to give N-(1-ethyl-2-pyrrolidinylmethyl)-2-methoxy-4-methyl-5-dimethylaminosulfonamidobenzamide (211 mg). The product is recrystallized from acetonitrile/isopropyl ether to give crystals melting at 129° to 129.5° C.

後処理

  1. temperatureis refluxed for 39 hours
  2. washThe reaction mixture is washed with aqueous sodium hydrogencarbonate
  3. washThe organic layer is washed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. customto remove the solvent
  7. customThe residue is chromatographed on a column of alumina
  8. washeluted with 0.5-1% methanol/methylene chloride
  9. customThe eluate is evaporated

出典と根拠

ORDレコード
ord-cf81b8be3137491a8b773bab2ac2b0eb
出典データセット
uspto-grants-1982_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04330472

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート