Acetic Anhydride → 5-Acetylamino-2-n-propylpyridine

HRID 1422123노트

반응식

HRID 1422123 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH3:10])=[N:6][CH:7]=1.[C:11](OC(=O)C)(=[O:13])[CH3:12]>C(O)(=O)C>[C:11]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH3:10])=[N:6][CH:7]=1)(=[O:13])[CH3:12]

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 138607306-Propylpyridin-3-amine

생성물 1

HCID 187069935-Acetylamino-2-n-propylpyridine수율 80.1%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 5-amino-2-n-propylpyridine (example 23, step2) (62.7 g, 0.46 mol) and 45.7 g (0.483 mol) of acetic anhydride in 50 ml of acetic acid was refluxed for 3 hours in a nitrogen atmosphere. The mixture was evaporated and the oily residue was made slightly alkaline (pH=9.2) with a 10% sodium hydroxide solution. The precipitate was filtered off, and triturated with a mixture of water (1000 ml) and heptane (500 ml). The precipitate was filtered off, dried and resuspended in 400 ml of heptane. The resulting precipitate was filtered off and dried to yield 65.7 g (80%) of 5-acetylamino-2-n-propylpyridine. M.p. 122-24° C. 1H-NMR (CDCl3, 200 MHz) δ: 0.95 (t, 3H), 1.72 (sext, 2H), 2.20 (s, 3H), 2.73 (t, 2H), 7.10 (d, 1H), 7.70 (br s, 1H), 8.09 (dd, 1H), 8.43 (d, 1H).

후처리

  1. temperaturewas refluxed for 3 hours in a nitrogen atmosphere
  2. customThe mixture was evaporated
  3. filtrationThe precipitate was filtered off
  4. customtriturated with a mixture of water (1000 ml) and heptane (500 ml)
  5. filtrationThe precipitate was filtered off
  6. customdried
  7. filtrationThe resulting precipitate was filtered off
  8. customdried

출처 및 근거

ORD 기록
ord-13ea72d6495e4a80b1193c4393423228
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06080754

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