Tributylamine → Methyl 5[4-(benzenesulfonyl)-1-piperazinyl]benzofuran-2-carboxylate

HRID 628793ノート

反応式

HRID 628793 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]([O:12][CH3:13])=[O:11])=[CH:7][C:6]=2[CH:14]=1.[C:15]1([S:21]([N:24]([CH2:28][CH2:29]Cl)[CH2:25][CH2:26]Cl)(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(N(CCCC)CCCC)CCC>CO>[C:15]1([S:21]([N:24]2[CH2:28][CH2:29][N:1]([C:2]3[CH:3]=[CH:4][C:5]4[O:9][C:8]([C:10]([O:12][CH3:13])=[O:11])=[CH:7][C:6]=4[CH:14]=3)[CH2:26][CH2:25]2)(=[O:23])=[O:22])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

参加物

5

反応物 3

HCID 7622TributylamineHCID 315320N,N-Bis(2-chloroethyl)benzenesulfonamideHCID 10845388Methyl 5-aminobenzofuran-2-carboxylate

生成物 1

HCID 90022245Methyl 5[4-(benzenesulfonyl)-1-piperazinyl]benzofuran-2-carboxylate収率 53.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
75 °C

実験手順

Methyl 5-aminobenzofuran-2-carboxylate (200 g) and N-benzenesulfonyl-N,N-bis(2-chloroethyl)amine (289 g) were added to tributyl amine (1012 ml) under stifling at 25-30° C. The resulting mixture was heated to 73-77° C., followed by stirring for 43 hours at the same temperature. The reaction mass was cooled to 25-30° C., followed by the addition of methanol (506 ml) and then stirring for 30 minutes at 25-30° C. The resulting mass was filtered, washed with chilled methanol (200 ml) and then dried to produce 220 g of methyl 5-[4-(benzenesulfonyl)-1-piperazinyl]benzofuran-2-carboxylate as a fine powder (Purity by HPLC: 99.5%).

後処理

  1. customunder stifling at 25-30° C
  2. temperatureThe reaction mass was cooled to 25-30° C.
  3. stirringstirring for 30 minutes at 25-30° C
  4. filtrationThe resulting mass was filtered
  5. washwashed with chilled methanol (200 ml)
  6. customdried

出典と根拠

ORDレコード
ord-a77bf8e7dd2940d791f48c8e11edb982
出典データセット
uspto-grants-2016_04
特許番号
US09315456B2

反応ノート

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