Hydrochloric Acid → ethyl 6-methyl-4-(3-nitrophenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

HRID 580501노트

반응식

HRID 580501 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)[CH:7]=O)([O-:3])=[O:2].[CH2:12]([O:14][C:15](=[O:20])[CH2:16][C:17]([CH3:19])=O)[CH3:13].[NH2:21][C:22]([NH2:24])=[S:23].Cl>C(O)C>[CH3:19][C:17]1[NH:24][C:22](=[S:23])[NH:21][CH:7]([C:6]2[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[C:16]=1[C:15]([O:14][CH2:12][CH3:13])=[O:20]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 74493-NitrobenzaldehydeHCID 8868Ethyl AcetoacetateHCID 2723790Thiourea

생성물 1

HCID 2787683ethyl 6-methyl-4-(3-nitrophenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate수율 15.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The solution containing m-nitrobenzaldehyde (7.55 g, 50.0 mmoles), ethyl-acetoacetate (6.5 g, 50.0 mmoles) and thiourea (3.8 g, 50.0 mmoles) in absolute ethanol (30 ml) was treated with concentrated hydrochloric acid (0.2 ml). The resulting reaction mixture was heated at reflux for 6 hours. It was then cooled to room temperature and triturated. A small amount of a white solid precipitated out. The reaction flask was then allowed to cool in the refrigerator overnight. The precipitate formed was filtered off and washed with more absolute ethanol to provide colorless solid (2.5 g). For analytical purposes, this material was recrystallized from absolute ethanol to give colorless crystals, m.p. 208°-209° C.

후처리

  1. customThe resulting reaction mixture
  2. temperaturewas heated
  3. temperatureat reflux for 6 hours
  4. customtriturated
  5. customA small amount of a white solid precipitated out
  6. temperatureto cool in the refrigerator overnight
  7. customThe precipitate formed
  8. filtrationwas filtered off
  9. washwashed with more absolute ethanol

출처 및 근거

ORD 기록
ord-ddac34ba67dc4153b879d5299f7ceb16
출처 데이터셋
uspto-grants-1988_06
특허 번호
US04753946

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