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HCID 178472903, 화합물 → ethyl 6-iodo-4-oxo4H-1,2-benzoxazine-3-carboxylate

HRID 411200
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HRID 411200 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([I:8])=[CH:4][C:3]=1[C:9](=[O:18])[C:10](=[N:16][OH:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12]>C1(C)C=CC=CC=1>[I:8][C:5]1[CH:6]=[CH:7][C:2]2[O:17][N:16]=[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:9](=[O:18])[C:3]=2[CH:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 178472903HCID 178472903, 화합물

생성물 1

HCID 22397138ethyl 6-iodo-4-oxo4H-1,2-benzoxazine-3-carboxylate수율 52.9%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of ethyl 3-(2-fluoro-5-iodophenyl)-2-(hydroxyimino)-3-oxopropanoate (Preparation 16, 1.3 g) in toluene (20 mL) is heated to reflux under nitrogen for 48 h. The reaction mixture is cooled to room temperature and concentrated in vacuo to give 1.33 g of a crude yellow solid which is recrystallized from ether to afford 0.65 g of the title compound as a yellow crystalline solid. Physical characteristics: mp 130-131: 1H NMR (300 MHz, CDCl3) δ 1.45, 4.51, 7.35, 8.09, 8.50; IR (drift) 2475, 2425, 2382, 2350, 2260, 1742, 1663, 1456, 1332, 1240, 1195, 1150, 1010, 987, 831 cm−1; HRMS (FAB) m/z 345.9581 (C11H8INO4+H). Anal. Found: C, 38.03; H, 2.52; N, 4.06.

후처리

  1. temperatureto reflux under nitrogen for 48 h
  2. concentrationconcentrated in vacuo
  3. customto give 1.33 g of a crude yellow solid which
  4. customis recrystallized from ether

출처 및 근거

ORD 기록
ord-643ca014295544f68ee9549871045048
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06559145B2

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