Ammonia → HCID 49864197, 화합물

HRID 250783

반응식

HRID 250783 반응식
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]

참가 물질

7

반응물 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 7922Succinic anhydrideHCID 12522Succinamic acidHCID 49864161HCID 49864161, 화합물

생성물 1

HCID 49864197HCID 49864197, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  1. temperatureat reflux

출처 및 근거

ORD 기록
ord-09f8c105d7134ada80c098906d1d2c90
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863323B1

연결된 노트

불러오는 중…