Urea → HCID 178487123, 화합물

HRID 470322노트

반응식

HRID 470322 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=O)[CH2:8][CH2:7][CH2:6]2.[NH2:14][C:15]([NH2:17])=[O:16].[CH2:18](OC(OCC)OCC)C>CS(O)(=O)=O.C(O)C>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:9]3[N:17]=[C:15]([OH:16])[N:14]=[CH:18][C:8]=3[CH2:7][CH2:6][C:5]=2[CH:4]=1

참가 물질

6

반응물 3

HCID 1176UreaHCID 141126-Methoxy-alpha-tetraloneHCID 31214Ethyl orthoformate

생성물 1

HCID 178487123HCID 178487123, 화합물수율 38%

시약·촉매·용매 2

HCID 6395Methanesulfonic Acid촉매HCID 702Ethanol용매

반응 조건

온도
90 °C

실험 절차

A mixture of 6-Methoxy-3,4-dihydro-2H-naphthalen-1-one (90 g, 0.511 M), urea (30.7 g, 0.511 M), triethylorthoformate (159 g, 1.07 M), ethanol (300 ml) and methane sulfonic acid (300 drops) was heated in the microwave at 90° C. for 1 hr. then cooled to room temperature. The solvent was removed under reduced pressure and the residue dried under vaccuo. The solid residue was then suspended in ethanol (250 ml) cooled to 0° C. and the precipitate was isolated via filtration and washed with ethanol (2×50 ml) and dried in vaccuo to give 8-Methoxy-5,6-dihydro-benzo[h]quinazolin-2-ol (43.95 g, 38% yield as a 1:1 urea complex) ES-MS MH+ 229.3 1H NMR (300 MHz, ppm, DMSO-d6): 11.45 (br S, 1H), 8.08 (d, 1H), 7.76 (br S, 1H), 6.95 (d, 1H), 6.91 (s, 1H), 5.4 (br S, 6H), 3.83 (s, 3H), 2.85 (m, 2H), 2.66 (m, 2H).

후처리

  1. temperaturethen cooled to room temperature
  2. customThe solvent was removed under reduced pressure
  3. customthe residue dried under vaccuo
  4. temperaturecooled to 0° C.
  5. customthe precipitate was isolated via filtration
  6. washwashed with ethanol (2×50 ml)
  7. customdried in vaccuo

출처 및 근거

ORD 기록
ord-ce6acb0576e242798452f72656c31a91
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629147B2

반응 노트

불러오는 중…