Sodium Iodide → Phenyloxycarbonyloxymethyl 5-(N-acetylamino)-3-(N-acetyl-N-methylamino)-2,4,6-triiodobenzenecarboxylate

HRID 36789

반응식

HRID 36789 반응식
[C:1](=[O:12])([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[O:2][CH2:3]Cl.[C:13]([NH:16][C:17]1[C:18]([I:33])=[C:19]([N:28]([C:30](=[O:32])[CH3:31])[CH3:29])[C:20]([I:27])=[C:21]([C:24]([O-:26])=[O:25])[C:22]=1[I:23])(=[O:15])[CH3:14].[K+].[I-].[Na+]>CN(C=O)C>[C:13]([NH:16][C:17]1[C:18]([I:33])=[C:19]([N:28]([C:30](=[O:32])[CH3:31])[CH3:29])[C:20]([I:27])=[C:21]([C:24]([O:26][CH2:3][O:2][C:1]([O:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[O:12])=[O:25])[C:22]=1[I:23])(=[O:15])[CH3:14]

참가 물질

5

반응물 3

HCID 5238Sodium IodideHCID 14787053Carbonic acid, chloromethyl phenyl esterHCID 23717801potassium 5-(N-acetylamino)3-(N-acetyl-N-methylamino)-2,4,6-triiodobenzenecarboxylate

생성물 1

HCID 19422758Phenyloxycarbonyloxymethyl 5-(N-acetylamino)-3-(N-acetyl-N-methylamino)-2,4,6-triiodobenzenecarboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

Chloromethyl phenyl carbonate (0.50 g, 2.7 mmol) was added at room temperature to a solution of potassium 5-(N-acetylamino)-3-(N-acetyl-N-methylamino)-2,4,6-triiodobenzenecarboxylate (1.62 g, 2.4 mmol) and sodium iodide (0.038 g, 0.25 mmol) in dry DMF (15 ml). After stirring at 50° C. for 5 hours and at room temperature for 18 hours the solvent was removed at reduced pressure. The residue was suspended in chloroform (25 ml) and washed four times with a saturated sodium hydrogen carbonate solution and finally twice with water. After drying with magnesium sulfate the solution was evaporated to dryness. Yield: 0.67 g Purity by HPLC: 99.2% 1H-NMR(DMSO-d6): delta=1.68 (NCH3COCH3); 2.06 (NHCOCH3); 2.97 (NCH3); 6.08 (CH2); 7.28-7.49 (phenyl); 10.14 ppm (NH). FAB/MS: 779 ((M+H)+).

후처리

  1. customwas removed at reduced pressure
  2. washwashed four times with a saturated sodium hydrogen carbonate solution
  3. dry with materialAfter drying with magnesium sulfate the solution
  4. customwas evaporated to dryness

출처 및 근거

ORD 기록
ord-9c0e97ea1c1a4efba6b3ffb0e03ad36f
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05416223

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