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Acetic Acid → 2,6-dimethyl-4-[N-methyl-N-(1-phenyl-1H-pyrazol-3-yl) amino]phenol

HRID 22275
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반응식

HRID 22275 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:13]=[CH:12][N:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:10]=2)[CH:5]=[C:4]([CH3:20])[C:3]=1[OH:21].[C:22](O)(=O)C.C=O.C([BH3-])#N.[Na+]>C(#N)C>[CH3:1][C:2]1[CH:7]=[C:6]([N:8]([CH3:22])[C:9]2[CH:13]=[CH:12][N:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:10]=2)[CH:5]=[C:4]([CH3:20])[C:3]=1[OH:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 199279132,6-dimethyl-4-(1-phenyl-1H-pyrazol-3-yl) aminophenol

생성물 1

HCID 540328202,6-dimethyl-4-[N-methyl-N-(1-phenyl-1H-pyrazol-3-yl) amino]phenol

시약·촉매·용매 1

HCID 6342Acetonitrile
용매

실험 절차

To 2,6-dimethyl-4-(1-phenyl-1H-pyrazol-3-yl)amino phenol (8 g), acetic acid (2.8 ml), and aqueous 40% formaldehyde (3.1 ml) in acetonitrile (40 ml) was added sodium cyanoborohydride (5.4 g). After 2 hours the mixure was quenched with water and extracted with dichloromethane. The organic phase was washed with aqueous sodium bicarbonate solution, then water, dried, evaporated and chromatographed (silica, dichloromethane) to give the title product (3 g), mp 139°-140° (from ethanol).

후처리

  1. customAfter 2 hours the mixure was quenched with water
  2. extractionextracted with dichloromethane
  3. washThe organic phase was washed with aqueous sodium bicarbonate solution
  4. dry with materialwater, dried
  5. customevaporated
  6. customchromatographed (silica, dichloromethane)

출처 및 근거

ORD 기록
ord-84a8aa784eb9465c874d65b7ee256831
출처 데이터셋
uspto-grants-1995_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05428044

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