5-Chloro-2(1H)-pyrimidinone → 5-Chloro-1-(3-furoylmethyl)pyrimidin-2-one

HRID 1906150ノート

反応式

HRID 1906150 の反応式
[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.Br[CH2:10][C:11]([C:13]1[CH:17]=[CH:16][O:15][CH:14]=1)=[O:12]>C(N(CC)CC)C.C(O)C>[Cl:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[N:6]([CH2:10][C:11]([C:13]2[CH:17]=[CH:16][O:15][CH:14]=2)=[O:12])[CH:7]=1

参加物

5

反応物 2

HCID 1085785-Chloro-2(1H)-pyrimidinoneHCID 186125513-Bromoacetylfuran

生成物 1

HCID 127912445-Chloro-1-(3-furoylmethyl)pyrimidin-2-one収率 31.2%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8471Triethylamine溶媒

実験手順

A mixture of 5-chloropyrimidin-2-one (587 mg) and crude 3-bromoacetylfuran (2.00 g, ca. 4.5 mmol, based on purity ca. 40% by 1H n.m.r; contaminated with 3-dibromoacetylfuran and diethyl ether) in triethylamine (0.95 ml) and ethanol (25 ml) was stirred at room temperature. After 45 min with solvent was removed and the residue triturated with ethyl acetate. The resulting solid was collected and retriturated with water. This gave a buff solid which was crystallised from ethyl acetate to give the title pyrimidinone (335 mg), m.p. 195°-197° C. (dec), λmax (EtOH) 333 nm (ε 2,530).

後処理

  1. customAfter 45 min with solvent was removed
  2. customthe residue triturated with ethyl acetate
  3. customThe resulting solid was collected
  4. customretriturated with water
  5. customThis gave a buff solid which
  6. customwas crystallised from ethyl acetate

出典と根拠

ORDレコード
ord-6e8a7b94c0684666a0c46504021d0e00
出典データセット
uspto-grants-1987_03
特許番号
US04650800

反応ノート

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