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4-Methylmorpholine → HCID 86608958, 화합물

HRID 505334
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HRID 505334 반응식
Cl.[CH3:2][NH:3][O:4][CH3:5].[NH2:6][C:7]1[C:15]([Cl:16])=[CH:14][CH:13]=[C:12]([Cl:17])[C:8]=1[C:9](O)=[O:10].CN1CCOCC1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[NH2:6][C:7]1[C:15]([Cl:16])=[CH:14][CH:13]=[C:12]([Cl:17])[C:8]=1[C:9]([N:3]([O:4][CH3:5])[CH3:2])=[O:10]
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참가 물질

6

반응물 4

HCID 79724-MethylmorpholineHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 6045423,6-Dichloroanthranilic acidHCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

생성물 1

HCID 86608958HCID 86608958, 화합물수율 100.7%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

N,O-dimethylhydroxylamine hydrochloride (3.28 g, 33 mmol) and 2-amino-3,6-dichlorobenzoic acid (4.76 g, 22 mmol) were dissolved in DMF (110 ml). N-methylmorpholine (9.99 g, 99 mmol) and HBTU (12.5 g, 33 mmol) were added and the reaction was stirred over night (r.t.). The reaction was poured onto water, extracted twice with diethyl ether. The combined organic layers were dried over sodium sulfate, filtered and the solvent was evaporated. The residue was crystallized with heptane and a little bit of diethyl ether. The filtrate was purified by column chromatography (heptane:ethyl acetate=1:1) to yield the product as an off-white solid (5.52 g, 100%).

후처리

  1. additionThe reaction was poured onto water
  2. extractionextracted twice with diethyl ether
  3. dry with materialThe combined organic layers were dried over sodium sulfate
  4. filtrationfiltered
  5. customthe solvent was evaporated
  6. customThe residue was crystallized with heptane
  7. customThe filtrate was purified by column chromatography (heptane:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-2d531e64583c48938fab372965d049b6
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07781441B2

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