Ammonia → 2-Aminocarbonylamino-5-(2-naphthyl)pyrrole-3-carboxamide

HRID 416029ノート

反応式

HRID 416029 の反応式
ClC(Cl)(Cl)[C:3]([N:5]=C=O)=[O:4].[NH2:10][C:11]1[NH:12][C:13]([C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=2)=[CH:14][C:15]=1[C:16]([NH2:18])=[O:17].N.CO>O1CCCC1>[NH2:5][C:3]([NH:10][C:11]1[NH:12][C:13]([C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=2)=[CH:14][C:15]=1[C:16]([NH2:18])=[O:17])=[O:4]

参加物

6

反応物 4

HCID 222AmmoniaHCID 887MethanolHCID 76400Trichloroacetyl isocyanateHCID 582940172-Amino-5-(2-naphthyl)pyrrole-3-carboxamide

生成物 1

HCID 461809882-Aminocarbonylamino-5-(2-naphthyl)pyrrole-3-carboxamide収率 58%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Trichloroacetyl isocyanate (470 μL, 4.0 mmol) was added dropwise to a solution of 2-amino-5-(2-naphthyl)pyrrole-3-carboxamide (Reference compound No. 1-1, 1.0 g, 4.0 mmol) in anhydrous tetrahydrofuran (20 mL) at −30° C. over 5 minutes, and the whole was stirred for 1.5 hours. Furthermore, 2.0 M ammonia solution in methanol (20 mL, 40 mmol) was added thereto, and the whole was stirred at room temperature for 3 days. The precipitated solid was filtered off and washed with a mixed solvent of diethylether-ethanol (3:1) (20 mL). The obtained solid was dried at 40° C. under reduced pressure to give the target compound (0.67 g) as a pale gray solid (Yield 58%).

後処理

  1. stirringthe whole was stirred at room temperature for 3 days
  2. filtrationThe precipitated solid was filtered off
  3. washwashed with a mixed solvent of diethylether-ethanol (3:1) (20 mL)
  4. customThe obtained solid was dried at 40° C. under reduced pressure

出典と根拠

ORDレコード
ord-6678137894a949ada2e36686f4246276
出典データセット
uspto-grants-2012_01
特許番号
US08088817B2

反応ノート

読み込み中…