Ammonia → HCID 49864197、化合物

HRID 250783

反応式

HRID 250783 の反応式
C1(=O)OC(=O)CC1.C(O)(=O)CCC(N)=O.C([NH:19][C:20]1[CH:21]=[C:22]2[C:27](=[CH:28][CH:29]=1)[O:26][C:25]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[C:24]([OH:36])[C:23]2=[O:37])(=O)C.Cl.N>C(O)C>[NH2:19][C:20]1[CH:21]=[C:22]2[C:27](=[CH:28][CH:29]=1)[O:26][C:25]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[C:24]([OH:36])[C:23]2=[O:37]

参加物

7

反応物 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 7922Succinic anhydrideHCID 12522Succinamic acidHCID 49864161HCID 49864161、化合物

生成物 1

HCID 49864197HCID 49864197、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

With substantial amounts of 4 in hand, the next steps were to form the 6-acetamidoflavonol. Thus, the acetophenone 4 was treated with benzaldehyde and base to effect a Claisen-Schmidt condensation affording the chalcone 5 in 71% yield. The chalcone 5 was treated with alkaline hydrogen peroxide to enable an Algar-Flynn-Oyamada reaction, giving 6-acetamidoflavonol 6 in 50% yield. The next step was to unveil the 6-amino group of 6 to allow coupling with succinic anhydride for installation of the succinamic acid side chain. The 6-acetamidoflavonol 6 was treated with 5 M HCl in ethanol at reflux, followed by neutralization with aqueous ammonia to give 6-aminoflavonol.

後処理

  1. temperatureat reflux

出典と根拠

ORDレコード
ord-09f8c105d7134ada80c098906d1d2c90
出典データセット
uspto-grants-2011_01
特許番号
US07863323B1

関連ノート

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