Formic Acid → 2-Methyl-4-nitrophenylformamide

HRID 1029861

반응식

HRID 1029861 반응식
C(O[C:5](=[O:7])C)(=O)C.C(O)=O.[CH3:11][C:12]1[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[CH:16]=[CH:15][C:13]=1[NH2:14]>C1COCC1>[CH:5]([NH:14][C:13]1[CH:15]=[CH:16][C:17]([N+:19]([O-:21])=[O:20])=[CH:18][C:12]=1[CH3:11])=[O:7]

참가 물질

5

반응물 3

HCID 284Formic AcidHCID 74412-Methyl-4-nitroanilineHCID 7918Acetic Anhydride

생성물 1

HCID 35570182-Methyl-4-nitrophenylformamide수율 77.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
55 °C

실험 절차

25 g (0.26 mol) of acetic anhydride were cooled to 0° C. under nitrogen. 15 g (0.32 mol) of formic acid were added dropwise at this temperature. The resultant mixture was then allowed to melt, and was then warmed to from 50 to 60° C. over the course of two hours. The mixture was then cooled to room temperature, and 20 ml of dry tetrahydrofuran were added, and the resultant mixture was again cooled to 0° C. A suspension of 15.2 g (0.1 mol) of 2-methyl-4-nitroaniline in 100 ml of THF was then added dropwise to this mixture, and the resultant mixture was left at 0° C. for one hour and then warmed to room temperature. The resultant yellow precipitate was filtered off with suction, washed with water and dried at 50° C. under reduced pressure, to give 13.9 g of N-formyl-2-methyl-4-nitroaniline (yield: 77%). The product had the same physical/chemical properties as that prepared in the above-described manner (compare section 1.1).

후처리

  1. temperatureThe mixture was then cooled to room temperature
  2. additionwas then added dropwise to this mixture
  3. temperaturewarmed to room temperature
  4. filtrationThe resultant yellow precipitate was filtered off with suction
  5. washwashed with water
  6. customdried at 50° C. under reduced pressure

출처 및 근거

ORD 기록
ord-16af496a136846438a05644efad81edc
출처 데이터셋
uspto-grants-1992_04
특허 번호
US05103060

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