Hydrochloric Acid → 6-(2-(4-(4-Quinazolinyl)piperazinyl)ethyl)-benzoxazolone

HRID 1762088ノート

反応式

HRID 1762088 の反応式
Br[CH2:2][CH2:3][C:4]1[CH:13]=[CH:12][C:7]2[NH:8][C:9](=[O:11])[O:10][C:6]=2[CH:5]=1.[N:14]1([C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[N:23]=[CH:22][N:21]=2)[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.C(=O)([O-])[O-].[Na+].[Na+].Cl>O.[I-].[Na+].C(O)C>[N:23]1[C:24]2[C:29](=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:20]([N:14]2[CH2:15][CH2:16][N:17]([CH2:2][CH2:3][C:4]3[CH:13]=[CH:12][C:7]4[NH:8][C:9](=[O:11])[O:10][C:6]=4[CH:5]=3)[CH2:18][CH2:19]2)=[N:21][CH:22]=1

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 18585334-Piperazin-1-ylquinazolineHCID 133060876-Bromoethylbenzoxazolone

生成物 1

HCID 145814566-(2-(4-(4-Quinazolinyl)piperazinyl)ethyl)-benzoxazolone収率 68.6%

試薬・触媒・溶媒 3

HCID 5238Sodium Iodide触媒HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a 35 ml round-bottomed flask equipped with condenser and N2 inlet were added 1.22 g (5.05 mmol) of 6-bromoethylbenzoxazolone, 1.08 g (5.05 mmol) of 4-piperazinylquinazoline, 0.85 g (8.0 mmol) of sodium carbonate, 2 mg of sodium iodide, and 35 ml of ethanol. The reaction was refluxed for 3 days, cooled, diluted with water, and the pH adjusted to 4 with 1N HCl. The aqueous layer was separated, the pH adjusted to 7 with 1N NaOH, and the product extracted into ethyl acetate. The ethyl acetate layer was washed with brine, dried, and evaporated to give 1.3 g of a yellow oil. The oil was crystallized form chloroform (1.1 g), dissolved in ethyl acetate, ethyl acetate saturated with HCl gas added, and the mixture concentrated to dryness. The residue gave 0.9 g (58%) of a yellow salt, m.p. 200° C. NMR (d, CDCl3): 2.72 (m, 6H), 2.86 (m, 2H), 3.83 (m, 4H), 6.9-7.9 (m, 7H), 8.72 (s, 1H).

後処理

  1. customTo a 35 ml round-bottomed flask equipped with condenser and N2 inlet
  2. temperatureThe reaction was refluxed for 3 days
  3. temperaturecooled
  4. customThe aqueous layer was separated
  5. extractionthe product extracted into ethyl acetate
  6. washThe ethyl acetate layer was washed with brine
  7. customdried
  8. customevaporated

出典と根拠

ORDレコード
ord-1d09aa5c095b42f69b0de8a9a3ab13dc
出典データセット
uspto-grants-1989_05
特許番号
US04831031

反応ノート

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