Ethyl 2-methylacetoacetate → 5,6-Dimethyl-2-thiouracil

HRID 63093

반응식

HRID 63093 반응식
CC(C)([O-])C.[K+].[CH3:7][CH:8]([C:14](=O)[CH3:15])[C:9](OCC)=[O:10].[NH2:17][C:18]([NH2:20])=[S:19]>O1CCCC1.C(O)C>[CH3:7][C:8]1[C:9](=[O:10])[NH:17][C:18](=[S:19])[NH:20][C:14]=1[CH3:15]

참가 물질

6

반응물 3

HCID 701Ethyl 2-methylacetoacetateHCID 2723790ThioureaHCID 23665647Potassium tert-butoxide

생성물 1

HCID 27362495,6-Dimethyl-2-thiouracil수율 78.5%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of potassium tert-butoxide (15.71 g, 0.140 mol) in tetrahydrofuran (200 mL) was added a solution of ethyl 2-methyl-3-oxobutanoate (20.0 g, 0.14 mol) and thiourea (10.55 g, 0.14 mol) in dry ethanol (150 mL). The resulting mixture was refluxed for 15 minutes and cooled down to ambient temperature. The formed precipitate was collected by filtration, washed with tetrahydrofuran (200 mL), and dissolved in water (200 mL). Acetic acid (100 mL) was added in to the resulting solution. The formed precipitate was collected by filtration and dried to yield 17 g (78.5%) of the titled compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.74 (s, 3H) 2.09 (s, 3H) 12.19 (s, 1H).

후처리

  1. temperatureThe resulting mixture was refluxed for 15 minutes
  2. filtrationThe formed precipitate was collected by filtration
  3. washwashed with tetrahydrofuran (200 mL)
  4. dissolutiondissolved in water (200 mL)
  5. additionAcetic acid (100 mL) was added in to the resulting solution
  6. filtrationThe formed precipitate was collected by filtration
  7. customdried

출처 및 근거

ORD 기록
ord-e0a657aacced4bb1a486db75d60cc8f0
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447051B2

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