Trifluoroacetic anhydride → 4-chloro-2-fluoro-5-methyl-6-nitro-N-phenoxycarbonylaniline

HRID 277420

반응식

HRID 277420 반응식
[Cl:1][C:2]1[C:17]([CH3:18])=[CH:16][C:5]([NH:6][C:7]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])=[C:4]([F:19])[CH:3]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.[N+:33]([O-])([O-:35])=[O:34].[NH4+].C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl.O>[Cl:1][C:2]1[C:17]([CH3:18])=[C:16]([N+:33]([O-:35])=[O:34])[C:5]([NH:6][C:7]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])=[C:4]([F:19])[CH:3]=1

참가 물질

7

반응물 4

HCID 9845Trifluoroacetic anhydrideHCID 22985Ammonium nitrate2회HCID 516892Sodium BicarbonateHCID 186156474-chloro-2-fluoro-5-methyl-N-phenoxycarbonylaniline

생성물 1

HCID 186156464-chloro-2-fluoro-5-methyl-6-nitro-N-phenoxycarbonylaniline수율 103.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매

실험 절차

4-Chloro-2-fluoro-5-methyl-N-phenoxycarbonylaniline (7.1 g, 25.4 mmol) was dissolved in chloroform (68 ml) and trifluoroaceticanhydride (13.5 ml) and ammonium nitrate (2.4 g, 30.5 mmol) were slowly added with stirring at ambient temperature. The stirring was continued for 18 hr when a second batch of ammonium nitrate (0.4 g, 5 mmol) was added and stirring continued for 8 hr. Water was added and solution was neutralized by slow addition of sodium bicarbonate solution followed by extraction with chloroform. Organic layer was dried and evaporated under reduced pressure to afford an oily product (8.5 g) which was used for the next step without purification.

후처리

  1. stirringstirring
  2. waitcontinued for 8 hr
  3. extractionfollowed by extraction with chloroform
  4. customOrganic layer was dried
  5. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-e79c080beabd48e5a7b746e48164ca14
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06355799B1

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