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

HRID 1791047ノート

反応式

HRID 1791047 の反応式
[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

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-d7c1f62e8e2547cea838bf05bb3c09f8
出典データセット
uspto-grants-2006_07
特許番号
US07071340B2

反応ノート

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