N-methyl-2-pyrrolidone → 6-Fluorobenzo[b]thiophen-3-amine

HRID 1885317ノート

反応式

HRID 1885317 の反応式
COC([C:5]1[S:9][C:8]2[CH:10]=[C:11]([F:14])[CH:12]=[CH:13][C:7]=2[C:6]=1[NH2:15])=O.CN1CCNCC1.CN1CCCC1=O>O>[NH2:15][C:6]1[C:7]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:8]=2[S:9][CH:5]=1

参加物

5

反応物 3

HCID 13387N-methyl-2-pyrrolidoneHCID 531671-MethylpiperazineHCID 10585280Methyl 3-amino-6-fluoro-1-benzothiophene-2-carboxylate

生成物 1

HCID 107971626-Fluorobenzo[b]thiophen-3-amine収率 62.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
176 °C

実験手順

A mixture of methyl-6-fluoro-3-aminobenzo[b]thiophene-2-carboxylate (20.1 g), 1-methylpiperazine (13.1 g), and 1-methyl-2-pyrrolidinone (100 ml) was heated at 176° C. for 2 hrs, under nitrogen. The solution was diluted with water (400 ml) and extracted with ether. The combined extracts were washed with water, brine, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure to give 9.32 g of 3-amino-6-fluorobenzo[b]thiophene.

後処理

  1. extractionextracted with ether
  2. washThe combined extracts were washed with water, brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-3ca11fa1fc3046df8bfcfcaf20238ff6
出典データセット
uspto-grants-1992_09
特許番号
US05143923

反応ノート

読み込み中…