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

HRID 1935381노트

반응식

HRID 1935381 반응식
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+].[ClH:36]>O.[I-].[Na+].C(O)C>[ClH:36].[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

참가 물질

8

반응물 4

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

생성물 1

HCID 145814576-(2-(4-(4-Quinazolinyl)piperazinyl)ethyl)-benzoxazolone hydrochloride

시약·촉매·용매 3

HCID 5238Sodium Iodide촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a 35 ml round-bottomed flask equipped with condenser and nitrogen inlet were added 1.22 grams (5.05 mmol) of 6-(2-bromoethyl)benzoxazolone, 1.08 grams (1.5 mmol) of 4-piperazinylquinazoline, 0.85 grams (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 Sodium hydroxide, and the product extracted into ethyl acetate. The ethyl acetate layer was washed with brine, dried, and evaporated to give 1.3 grams of a yellow oil. The oil was crystallized from chloroform (1.1 g), dissolved in ethyl acetate, ethyl acetate saturated with hydrochloric acid gas added, and the mixture concentrated to dryness. The residue gave 0.9 grams (58%) of a yellow salt, m.p. >200° C. NMR (δ, CDCl3): 2.72 (m, 6H), 2.86 (m, 2H), 3.83 (m, 4H), 6.9-7.9 (m, 7H), 8.72 (s, 1H).

후처리

  1. customTo a 35 ml round-bottomed flask equipped with condenser and nitrogen 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

출처 및 근거

ORD 기록
ord-b033c0c63b62475594c46007b45e472d
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06387904B2

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