Chlorosuccinimide → 5-chloro-6-ethyl-2-phenyl-4(3H)-pyrimidinone

HRID 2400102

반응식

HRID 2400102 반응식
[CH2:1]([C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH:6][C:5](=[O:15])[CH:4]=1)[CH3:2].[Cl:16]N1C(=O)CCC1=O>C(O)(=O)C>[Cl:16][C:4]1[C:5](=[O:15])[NH:6][C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:8][C:3]=1[CH2:1][CH3:2]

참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 1356298226-Ethyl-2-phenylpyrimidin-4(1H)-one

생성물 1

HCID 1358375365-chloro-6-ethyl-2-phenyl-4(3H)-pyrimidinone수율 87.1%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A stirred solution of 7.81 g (39.1 mmol) of 6-ethyl-2-phenyl-4(3H)-pyrimidinone and 5.80 g (43.4 mmol) of N-chlorosuccinimide in 100 mL of glacial acetic acid was heated at 90° C. for 4 h. The mixture was cooled, poured onto crushed ice and allowed to stand until the ice had melted. The mixture was filtered and the solid collected was washed with water and a little ether. The solid was dried in a vacuum oven at 50° C. to afford 7.99 g of 5-chloro-6-ethyl-2-phenyl-4(3H)-pyrimidinone (an intermediate for compound 172) as a white solid. 1H-NMR (d6-DMSO) 1.30(3H,t), 2.8(2H,q), 7.6(3H,m), 8.2(2H.m).

후처리

  1. temperatureThe mixture was cooled
  2. additionpoured
  3. customonto crushed ice
  4. filtrationThe mixture was filtered
  5. customthe solid collected
  6. washwas washed with water
  7. customThe solid was dried in a vacuum oven at 50° C.

출처 및 근거

ORD 기록
ord-1c9d2da34322497cb55088a39411c298
출처 데이터셋
uspto-grants-1995_09
특허 번호
US05453414

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