Ammonia → HCID 22457552、化合物

HRID 613249ノート

反応式

HRID 613249 の反応式
C([O:4][CH2:5][CH2:6][C:7]1[C:16]2[C:11](=[C:12]([N+:17]([O-:19])=[O:18])[CH:13]=[CH:14][CH:15]=2)[C:10]([S:20](Cl)(=[O:22])=[O:21])=[CH:9][CH:8]=1)(=O)C.[NH3:24].CO>>[OH:4][CH2:5][CH2:6][C:7]1[C:16]2[C:11](=[C:12]([N+:17]([O-:19])=[O:18])[CH:13]=[CH:14][CH:15]=2)[C:10]([S:20]([NH2:24])(=[O:22])=[O:21])=[CH:9][CH:8]=1

参加物

4

反応物 3

HCID 222AmmoniaHCID 887MethanolHCID 22457564HCID 22457564、化合物

生成物 1

HCID 22457552HCID 22457552、化合物

実験手順

Solid 4-(2-acetoxy-ethyl)-8-nitro-naphthalene-1-sulfonyl chloride (39.64 g, 111 mmol) was added to an ice-cold, 6.8 M solution of ammonia in methanol (408 mL, 277 mmol). The cooling bath was removed, the reaction flask was stoppered, and the reaction was stirred at room temperature. After 4 days, the dark amber solution was concentrated under vacuum to a dark gum. The residue was triturated vigorously shaken with water (300 mL) to give a solid which was washed with water (150 mL) then ether (150 mL) and dried under vacuum. The resulting brown solid was recrystallized from isopropanol (300 mL) to afford 4-(2-hydroxy-ethyl)-8-nitro-naphthalene-1-sulfonamide (27.79 g) as tan flakes.

後処理

  1. customThe cooling bath was removed
  2. concentrationthe dark amber solution was concentrated under vacuum to a dark gum
  3. customThe residue was triturated vigorously
  4. stirringshaken with water (300 mL)
  5. customto give a solid which
  6. washwas washed with water (150 mL)
  7. dry with materialether (150 mL) and dried under vacuum
  8. customThe resulting brown solid was recrystallized from isopropanol (300 mL)

出典と根拠

ORDレコード
ord-b6a03cb3662d4b19b25370b120b9c991
出典データセット
uspto-grants-1999_12
特許番号
US06008212

反応ノート

読み込み中…