Benzydamine Hydrochloride → 4-(2-Hydroxyphenyl)-2-phenyl-pyrimidine

HRID 1977608

反応式

HRID 1977608 の反応式
Br[CH:2]1C(=O)C2C(=CC=CC=2)[O:4][CH2:3]1.CN(CCCO[C:20]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:26]=2[N:27]([CH2:29][C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[N:28]=1)C.Cl.C1CCN2C(=NCCC2)CC1>C(O)C>[OH:4][C:3]1[CH:2]=[CH:22][CH:23]=[CH:24][C:25]=1[C:26]1[CH:21]=[CH:20][N:28]=[C:29]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[N:27]=1

参加物

5

反応物 3

HCID 65464Benzydamine HydrochlorideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 123873063-Bromochroman-4-one

生成物 1

HCID 1355464764-(2-Hydroxyphenyl)-2-phenyl-pyrimidine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 3-bromo-chroman-4-one (2.5 g) and benzydamine hydrochloride (1.7 g) in dry ethanol (25 ml) was refluxed for 6 hours in the presence of DBU (1.7 g). The reaction mixture was cooled, then evaporated to dryness and the residue was partitioned between ethyl acetate and a diluted hydrochloric acid aqueous solution. The organic layer was washed with a diluted sodium carbonate aqueous solution, with water, dried and evaporated to dryness to give the crude title compound. This was purified through its hydrochloride, prepared by dissolving the free base in acetone and adding an HCI ethereal solution.

後処理

  1. temperatureThe reaction mixture was cooled
  2. customevaporated to dryness
  3. customthe residue was partitioned between ethyl acetate
  4. washThe organic layer was washed with a diluted sodium carbonate aqueous solution, with water
  5. customdried
  6. customevaporated to dryness

出典と根拠

ORDレコード
ord-062f9be89e9444ef8bbd630e97a74156
出典データセット
uspto-grants-2001_05
特許番号
US06235738B1

関連ノート

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