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6-Isocyanato-2,2,4,4-tetrefluoro-1,3-benzodioxene → HCID 59252134, 화합물

HRID 658496
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HRID 658496 반응식
[CH:1]1[C:6]([N:7]=[C:8]=[O:9])=[CH:5][C:4]2[C:10]([F:17])([F:16])[O:11][C:12]([F:15])([F:14])[O:13][C:3]=2[CH:2]=1.[CH3:18][O:19][C:20]([C:22]1[CH:27]=[C:26]([O:28][C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([NH2:35])[CH:30]=2)[CH:25]=[CH:24][N:23]=1)=[O:21]>C(Cl)Cl>[F:14][C:12]1([F:15])[O:13][C:3]2[CH:2]=[CH:1][C:6]([NH:7][C:8]([NH:35][C:31]3[CH:30]=[C:29]([CH:34]=[CH:33][CH:32]=3)[O:28][C:26]3[CH:25]=[CH:24][N:23]=[C:22]([C:20]([O:19][CH3:18])=[O:21])[CH:27]=3)=[O:9])=[CH:5][C:4]=2[C:10]([F:16])([F:17])[O:11]1
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참가 물질

4

반응물 2

HCID 27752076-Isocyanato-2,2,4,4-tetrefluoro-1,3-benzodioxeneHCID 60125954HCID 60125954, 화합물

생성물 1

HCID 59252134HCID 59252134, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirring solution of 2,2,4,4-tetrafluoro-6-isocyanato-1,3-benzodioxene (0.816 g, 3.28 mmol) was added 4-(3-aminophenoxy)pyridine-2-carboxylic acid methyl ester (0.800 g, 3.28 mmol) in DCM (13 mL) in portions. The homogenous contents turned white and opaque within 1 min. of addition, and were allowed to stir at room temperature for 12 h. The heterogenous mixture was filtered, and solid product repeatedly washed with DCM to remove residual starting material. The desired product was collected as a white powder, 1.36 g (83%). 1H-NMR (DMSO-d6) δ 9.08 (d, 2H), 8.59 (s, 1H), 8.07 (s, 1H), 7.60 (dd, 1H), 7.37 (m, 4H), 7.25 (d, 1H), 7.20 (dd, 1H), 6.80 (d, 1H), 3.82 (s, 3H); MS LC MS [M+H]+=494.1, RT=3.23 min.

후처리

  1. additionThe homogenous contents turned white and opaque within 1 min. of addition
  2. filtrationThe heterogenous mixture was filtered
  3. washsolid product repeatedly washed with DCM
  4. customto remove residual
  5. customThe desired product was collected as a white powder, 1.36 g (83%)

출처 및 근거

ORD 기록
ord-e9a50958289a44729aba07b748ec6cc4
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08076488B2

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