Iodine → HCID 939755、化合物

HRID 962752ノート

反応式

HRID 962752 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([Cl:11])=[C:9]([C:12](OC)=[O:13])[S:8][C:7]=2[CH:16]=1.CO.[NH2:19][NH2:20].II>C(OCC)(=O)C.CCCCCC>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[C:10]([Cl:11])=[C:9]([C:12]([NH:19][NH2:20])=[O:13])[S:8][C:7]=2[CH:16]=1

参加物

7

反応物 4

HCID 807IodineHCID 887MethanolHCID 9321HydrazineHCID 755545Methyl 3-chloro-6-methoxybenzo[b]thiophene-2-carboxylate

生成物 1

HCID 939755HCID 939755、化合物収率 57%

試薬・触媒・溶媒 2

HCID 8058Hexane溶媒HCID 8857Ethyl Acetate溶媒2 回

実験手順

A 100 ml, round bottomed flask, reflux condenser, gas inlet and Teflon stirrer were oven dried for 12 hours at 160° C. The apparatus was rapidly assembled, flushed with dry nitrogen gas, and cooled to room temperature. The reaction flask was charged with methyl 6-methoxy-3-chlorobenzo[b]thiophene-2-carboxylate (1.50 g, 5.85 mmole), anhydrous methanol (Aldrich, 50 ml), and anhydrous hydrazine (Aldrich, 2.5 equivalents, 0.47 g, 0.45 ml, 14.61 mmole). The stirred reaction mixture was brought to reflux and the progress of the reaction monitored by TLC (Silica, 1:1 hexane:ethyl acetate, and 100% ethyl acetate, iodine and UV visualization). After 72 hours, the completed reaction was cooled to room temperature, and further cooled to 5° C. for 1 hour. The resulting solid was filtered, washed with cold methanol (2×10 ml), and dried in vacuo. This resulted in 0.856 g of the desired material, as a white amorphous powder which was used directly.

後処理

  1. temperatureA 100 ml, round bottomed flask, reflux condenser, gas inlet and Teflon stirrer
  2. customdried for 12 hours at 160° C
  3. customflushed with dry nitrogen gas
  4. customThe stirred reaction mixture
  5. temperatureto reflux
  6. customthe completed reaction
  7. temperaturewas cooled to room temperature
  8. temperaturefurther cooled to 5° C. for 1 hour
  9. filtrationThe resulting solid was filtered
  10. washwashed with cold methanol (2×10 ml)
  11. customdried in vacuo

出典と根拠

ORDレコード
ord-9c5cb3856d7a4400bd9907802839a67c
出典データセット
uspto-grants-1998_06
特許番号
US05760062

反応ノート

読み込み中…