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

HRID 383039

반응식

HRID 383039 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

반응 조건

온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-06a19f21bf6248c5bfbfe4c139ba6892
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06310243B1

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