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Iodine → HCID 178522802, 화합물

HRID 574656
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HRID 574656 반응식
[CH:1]([NH:14][C:15]([C:17]1[C:18]([OH:28])=[N:19][C:20]([N:23]2[CH:27]=[CH:26][CH:25]=[N:24]2)=[N:21][CH:22]=1)=[O:16])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O=[N+]([O-])[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[Ce+4].[NH4+].[NH4+].[I:56]I>C(#N)C>[CH:1]([NH:14][C:15]([C:17]1[C:18]([OH:28])=[N:19][C:20]([N:23]2[CH:27]=[C:26]([I:56])[CH:25]=[N:24]2)=[N:21][CH:22]=1)=[O:16])([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 807IodineHCID 180504Ceric ammonium nitrateHCID 178522801HCID 178522801, 화합물2회

생성물 1

HCID 178522802HCID 178522802, 화합물수율 84%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
85 °C

실험 절차

The product of step B, compound 1-1-b, (3.2 g, 8.6 mmol) was dissolved in acetonitrile (100 mL), and treated with CAN (6.62 g, 12.1 mmol) and I2 (1.42 g, 5.6 mmol). The reaction mixture was stirred for 16 h at 85° C. The resulting mixture was concentrated, diluted with 50 mL of water, stirred for 20 min and filtered. The solid filtrate was dried under vacuum to provide the product, 1-1-c (3.6 g, 84%). 1H NMR (300 MHz, DMSO-d6) δ 6.22-6.24 (d, J=6.6, 1H), 7.22-7.39 (m, 11H), 7.55-7.74 (m, 1H), 8.07 (m, 1H), 8.47 (m, 1H), 8.71 (s, 1H), 10.49 (s, 1H). LC-MS 498[MH]+.

후처리

  1. concentrationThe resulting mixture was concentrated
  2. additiondiluted with 50 mL of water
  3. stirringstirred for 20 min
  4. filtrationfiltered
  5. customThe solid filtrate was dried under vacuum

출처 및 근거

ORD 기록
ord-cf8095ed048c40e784fafdab67d7ff1a
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09034851B2

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