Ammonia → 5-(Piperazin-1-yl)benzofuran-2-carboxamide

HRID 1056548

反応式

HRID 1056548 の反応式
[N:1]1([C:7]2[CH:8]=[CH:9][C:10]3[O:14][C:13]([C:15](OC)=[O:16])=[CH:12][C:11]=3[CH:19]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[NH3:20].Cl>O>[N:1]1([C:7]2[CH:8]=[CH:9][C:10]3[O:14][C:13]([C:15]([NH2:20])=[O:16])=[CH:12][C:11]=3[CH:19]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 77231352Methyl 5-(piperazin-1-yl)benzofuran-2-carboxylate

生成物 1

HCID 98347195-(Piperazin-1-yl)benzofuran-2-carboxamide収率 73.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Methyl 5-(1-piperazinyl)benzofuran-2-carboxylate (37 g) was added to saturated methanolic ammonia solution (1850 ml) at 25-30° C., the mixture was stirred for 6 to 16 hours at the same temperature. The reaction mass was distilled under vacuum to remove the solvent after completion of the reaction. Water (148 ml) was added to the resulting residue, followed by adjusting the pH to 2-4 with concentrated HCl and then filtering the aqueous layer. The pH of the resulting aqueous layer was adjusted to 9-10 with ammonium hydroxide solution. The separated solid was filtered, washed with water (100 ml) and then dried to produce 25.5 g of 5-(1-piperazinyl)benzofuran-2-carboxamide (Purity by HPLC: 99%; Yield: 73.1%).

後処理

  1. distillationThe reaction mass was distilled under vacuum
  2. customto remove the solvent
  3. customafter completion of the reaction
  4. filtrationfiltering the aqueous layer
  5. filtrationThe separated solid was filtered
  6. washwashed with water (100 ml)
  7. customdried

出典と根拠

ORDレコード
ord-c16dad9cfd714f6abcc66ba4f2029e7f
出典データセット
uspto-grants-2016_07
特許番号
US09399630B2

関連ノート

読み込み中…