Methyl 3-(aminosulfonyl)-2-thiophenecarboxylate → 2-(Hydroxymethyl)thiophene-3-sulfonamide

HRID 1252352

反応式

HRID 1252352 の反応式
[NH2:1][S:2]([C:5]1[CH:9]=[CH:8][S:7][C:6]=1[C:10](OC)=[O:11])(=[O:4])=[O:3].[BH4-].[Li+]>O1CCCC1>[OH:11][CH2:10][C:6]1[S:7][CH:8]=[CH:9][C:5]=1[S:2]([NH2:1])(=[O:4])=[O:3]

参加物

4

反応物 2

HCID 101012Methyl 3-(aminosulfonyl)-2-thiophenecarboxylateHCID 4148881Lithium borohydride

生成物 1

HCID 142549372-(Hydroxymethyl)thiophene-3-sulfonamide収率 41.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To 5.0 g of methyl 3-aminosulfonylthiophene-2-carboxylate in 200 mL of tetrahydrofuran was added 0.75 g of lithium borohydride. After heating at reflux for two hours the reaction was quenched with water and acidified with concentrated hydrochloric acid. The desired product was then extracted into methylene chloride which was washed with water, dried over magnesium sulfate, filtered and concentrated in vacuo to yield 1.8 g of a yellow solid, m.p. 85°-89°.

後処理

  1. temperatureAfter heating
  2. temperatureat reflux for two hours the reaction
  3. customwas quenched with water
  4. extractionThe desired product was then extracted into methylene chloride which
  5. washwas washed with water
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c05cdcf7574e4c4cb07a343f8ed48be9
出典データセット
uspto-grants-1988_05
特許番号
US04743290

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