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Hydrochloric Acid → HCID 10115851, 화합물

HRID 2218462
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HRID 2218462 반응식
[I:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:23]([F:24])=[C:22]([F:25])[C:21]([F:26])=[CH:20][C:10]=2[C:11]([NH:13][O:14][CH2:15][CH2:16][O:17]C=C)=[O:12])=[C:4]([CH3:27])[CH:3]=1.Cl.O>C(O)C>[OH:17][CH2:16][CH2:15][O:14][NH:13][C:11](=[O:12])[C:10]1[CH:20]=[C:21]([F:26])[C:22]([F:25])=[C:23]([F:24])[C:9]=1[NH:8][C:5]1[CH:6]=[CH:7][C:2]([I:1])=[CH:3][C:4]=1[CH3:27]
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 22286309HCID 22286309, 화합물

생성물 1

HCID 10115851HCID 10115851, 화합물수율 75%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 2-(4-iodo-2-methyl-phenylamino)-3,4,5-trifluoro-N-(2-vinyloxyethoxy)-benzamide (3.00 g, 6.09 mmol) in ethanol (80 mL) was treated with 1 M aqueous hydrochloric acid (16 mL, 16 mol). The resultant solution was stirred for 2.5 h at ambient temperature. Water (50 mL) was added and the slurry was filtered. The solids were washed with ethanol-water (1:1, 150 mL) and recrystallized from methanol-acetone to afford N-(2-hydroxyethoxy)-2-(4-iodo-2-methyl-phenylamino)-3,4,5-trifluoro-benzamide (2.12 g, 75%): m.p. 205-207° C. (dec); 1H NMR (400 MHz, DMSO-d6) δ 11.85 (br s, 1 H), 8.13 (s, 1 H), 7.54 (dd, J=8.9, 8.7 Hz, 1 H), 7.47 (d, J=1.0 Hz, 1 H), 7.32 9d, J=8.5 Hz, 1 H), 6.41 (dd, J=8.1, 5.0 Hz, 1 H), 4.69 (br s, 1 H), 3.79 (br s, 2 H), 3.52 (br s, 2 H), 2.20 (s, 3 H); MS (APCI+)=467.1; MS (APCI−)=465.1; Anal. Calcd/found for C16H14F3IN2O3: C, 41.22/41.28; H, 3.03/2.91; N, 6.01/5.79.

후처리

  1. filtrationthe slurry was filtered
  2. washThe solids were washed with ethanol-water (1:1, 150 mL)
  3. customrecrystallized from methanol-acetone

출처 및 근거

ORD 기록
ord-00df981e8e8646a38256e56354245c77
출처 데이터셋
uspto-grants-2008_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07411001B2

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