Methanol → 5-Amino-3-acetoxymethyl-N-(1,3,4-trihydroxybut-2-yl)-2,4,6-triiodobenzamid

HRID 383039

反応式

HRID 383039 の反応式
[NH2:1][C:2]1[C:3]([I:18])=[C:4]([CH2:13][O:14][C:15](=[O:17])[CH3:16])[C:5]([I:12])=[C:6]([C:10]=1[I:11])[C:7](Cl)=[O:8].[NH2:19][CH:20]1[CH2:26][O:25]C(C)(C)[O:23][CH2:22][CH:21]1[OH:29].C(=O)([O-])[O-].[Na+].[Na+].CO>O1CCOCC1.O>[NH2:1][C:2]1[C:3]([I:18])=[C:4]([CH2:13][O:14][C:15](=[O:17])[CH3:16])[C:5]([I:12])=[C:6]([C:10]=1[I:11])[C:7]([NH:19][CH:20]([CH:21]([OH:29])[CH2:22][OH:23])[CH2:26][OH:25])=[O:8]

参加物

7

反応物 4

HCID 887MethanolHCID 10340Sodium CarbonateHCID 33874446-Amino-2,2-dimethyl-1,3-dioxepan-5-olHCID 184293385-Amino-3-acetoxymethyl-2,4,6-triiodobenzoyl chloride

生成物 1

HCID 184293435-Amino-3-acetoxymethyl-N-(1,3,4-trihydroxybut-2-yl)-2,4,6-triiodobenzamid収率 99.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
65 °C

実験手順

5-Amino-3-acetoxymethyl-2,4,6-triiodobenzoyl chloride (12.0 g, 19.8 mmol) was dissolved in dioxane (40 ml). 6-Amino-2,2-dimethyl-1,3-dioxepane-5-ol (3.20 g, 19.8 mmol) and sodium carbonate (2.10 g, 19.8 mmol) were added and the mixture heated to reflux for 10 h. The reaction mixture was cooled, methanol (100 ml) and water (50 ml) were added and the solution was neutralized with a strongly acidic ion exchange resin. The resin was filtered off and a aqueous solution of hydrochloric acid (2M, 20 ml) was added. The mixture was stirred at 60-70° C. for 30 min, and then evaporated to dryness, which gave a semisolid residue (13.6 g) which was used without further purification in the next steps.

後処理

  1. temperaturethe mixture heated
  2. temperatureto reflux for 10 h
  3. temperatureThe reaction mixture was cooled
  4. filtrationThe resin was filtered off
  5. additiona aqueous solution of hydrochloric acid (2M, 20 ml) was added
  6. customevaporated to dryness, which

出典と根拠

ORDレコード
ord-06a19f21bf6248c5bfbfe4c139ba6892
出典データセット
uspto-grants-2001_10
特許番号
US06310243B1

関連ノート

読み込み中…