Aniline → 3-methylene-N-phenyl-2,3-dihydro-1-benzoxepin-7-carboxamide

HRID 1791047노트

반응식

HRID 1791047 반응식
[Cl-].COC1N=C(OC)N=C([N+]2(C)CCOCC2)N=1.[NH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[CH2:26]=[C:27]1[CH:33]=[CH:32][C:31]2[CH:34]=[C:35]([C:38](O)=[O:39])[CH:36]=[CH:37][C:30]=2[O:29][CH2:28]1>CO>[CH2:26]=[C:27]1[CH:33]=[CH:32][C:31]2[CH:34]=[C:35]([C:38]([NH:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:39])[CH:36]=[CH:37][C:30]=2[O:29][CH2:28]1

참가 물질

5

반응물 3

HCID 6115AnilineHCID 27340594-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chlorideHCID 220422573-Methylene-2,3-dihydro-1-benzoxepin-7-carboxylic acid

생성물 1

HCID 220422703-methylene-N-phenyl-2,3-dihydro-1-benzoxepin-7-carboxamide수율 49%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

1.12 g (4.07 mmol) of 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride and then 0.379 g (4.07 mmol) of aniline are successively added to 0.75 g (3.7 mmol) of 3-methylene-2,3-dihydro-1-benzoxepin-7-carboxylic acid, prepared according to example 40, in solution in 25 ml of methanol. The medium is stirred at ambient temperature for 24 h. After evaporating the methanol, the crude reaction product is purified by chromatography on silica gel (ethyl acetate/heptane 40/60) to give 185 mg (49%) of 3-methylene-N-phenyl-2,3-dihydro-1-benzoxepin-7-carboxamide in the form of a pink solid; M.p.=139° C.

후처리

  1. customprepared
  2. customAfter evaporating the methanol
  3. customthe crude reaction product
  4. customis purified by chromatography on silica gel (ethyl acetate/heptane 40/60)

출처 및 근거

ORD 기록
ord-d7c1f62e8e2547cea838bf05bb3c09f8
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07071340B2

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