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Dimethylamine → 5-bromo-2-iodo-N,N-dimethylbenzamide

HRID 2388992
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HRID 2388992 반응식
F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)[C:12]2[N:13]=[CH:14]C=CC=2N=N1.[Br:25][C:26]1[CH:27]=[CH:28][C:29]([I:35])=[C:30]([CH:34]=1)[C:31](O)=[O:32].CNC.C(N(C(C)C)CC)(C)C>CN(C)C=O.C(OCC)(=O)C>[Br:25][C:26]1[CH:27]=[CH:28][C:29]([I:35])=[C:30]([CH:34]=1)[C:31]([N:13]([CH3:14])[CH3:12])=[O:32]
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참가 물질

7

반응물 4

HCID 674DimethylamineHCID 81531DiisopropylethylamineHCID 3029395-Bromo-2-iodobenzoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

생성물 1

HCID 524394945-bromo-2-iodo-N,N-dimethylbenzamide

시약·촉매·용매 2

HCID 6228
Dimethylformamide
용매
HCID 8857Ethyl Acetate용매

실험 절차

O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (1.16 g, 3.06 mmol) was added to a solution of 5-bromo-2-iodo-benzoic acid (1.00 g, 3.06 mmol), dimethyl amine (2 M in THF, 3.06 ml, 3.06 mmol) and di-iso-propyl ethyl amine (1.59 ml, 9.18 mmol) in N,N-Dimethylformamide (12 ml). The reaction was stirred at room temperature overnight. Ethyl acetate was added and the mixture was washed with water, the organic layer was dried over magnesium sulfate and evaporated. The residue was purified by silica gel chromatography to yield 5-bromo-2-iodo-N,N-dimethyl-benzamide as a white solid. (0.96 g, 90%). MS: m/z 328.1 (M+H+).

후처리

  1. washthe mixture was washed with water
  2. dry with materialthe organic layer was dried over magnesium sulfate
  3. customevaporated
  4. customThe residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-efd9908d31564583ae1cd706577c2824
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08268994B2

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