Urea → HCID 178487123、化合物

HRID 470322ノート

反応式

HRID 470322 の反応式
[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

参加物

6

反応物 3

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

生成物 1

HCID 178487123HCID 178487123、化合物収率 38%

試薬・触媒・溶媒 2

HCID 6395Methanesulfonic Acid触媒HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-ce6acb0576e242798452f72656c31a91
出典データセット
uspto-grants-2014_01
特許番号
US08629147B2

反応ノート

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