3-Hydroxyacetophenone → 3-[(E)-C-methyl-N-[(4-nitrophenyl)methoxy]carbonimidoyl]phenol

HRID 41932

반응식

HRID 41932 반응식
[OH:1][C:2]1[CH:3]=[C:4]([C:8](=O)[CH3:9])[CH:5]=[CH:6][CH:7]=1.Cl.[N+:12]([C:15]1[CH:23]=[CH:22][C:18]([CH2:19][O:20][NH2:21])=[CH:17][CH:16]=1)([O-:14])=[O:13]>>[N+:12]([C:15]1[CH:16]=[CH:17][C:18]([CH2:19][O:20]/[N:21]=[C:8](/[C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([OH:1])[CH:3]=2)\[CH3:9])=[CH:22][CH:23]=1)([O-:14])=[O:13]

참가 물질

3

반응물 2

HCID 84873-HydroxyacetophenoneHCID 74967Hydroxylamine, O-((4-nitrophenyl)methyl)-, hydrochloride (1:1)

생성물 1

HCID 251000943-[(E)-C-methyl-N-[(4-nitrophenyl)methoxy]carbonimidoyl]phenol수율 82%

실험 절차

3′-Hydroxyacetophenone (24) (150 mg, 1.10 mmol) was condensed with compound 19 (248 mg, 1.21 mmol) according to the general procedure II-A defined above. After being heated for 3 h the reaction mixture was cooled and the solvent removed under reduced pressure. The resulting solid was filtered off and washed with cold isopropanol (3.0 mL) to afford the title compound CP30260 (257 mg, 82%) as a white solid, m.p. 123.6-125.3° C.

후처리

  1. temperatureAfter being heated for 3 h the reaction mixture
  2. temperaturewas cooled
  3. customthe solvent removed under reduced pressure
  4. filtrationThe resulting solid was filtered off
  5. washwashed with cold isopropanol (3.0 mL)

출처 및 근거

ORD 기록
ord-266b105a4a4f4cf9893712840d16ff93
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536157B2

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