Triethylamine → 2-(4-trifluoromethylphenyl)-3(2H,4H)-1,2,4-triazolone

HRID 1491788노트

반응식

HRID 1491788 반응식
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][N:10]=[CH:11]C(O)=O)=[CH:5][CH:4]=1.C([N:19]([CH2:22]C)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:31])C=CC=CC=1>C1(C)C=CC=CC=1>[F:16][C:2]([F:1])([F:15])[C:3]1[CH:4]=[CH:5][C:6]([N:9]2[C:22](=[O:31])[NH:19][CH:11]=[N:10]2)=[CH:7][CH:8]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 69587423{2-[4-(Trifluoromethyl)phenyl]hydrazinylidene}acetic acid

생성물 1

HCID 1355070392-(4-trifluoromethylphenyl)-3(2H,4H)-1,2,4-triazolone수율 72.4%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
120 °C

실험 절차

4-(trifluoromethyl)phenylhydrazonoacetic acid (6.26 g, 27 mmol) was suspended in 176 ml of toluene, and 4.0 ml of triethylamine (28.7 mmol) and 6.1 ml of diphenylphosphorylazide (28.3 mmol) were added and the resulting mixture was stirred for one hour at 120° C. After cooling, the reaction solution was extracted with 200 ml of an aqueous solution of potassium hydroxide (10%). The aqueous extract was acidified with concentrated hydrochloric acid to adjust pH to 1, and the crystals thus separated out were-washed with water and hexane successively and dried over phosphorus pentoxide to give 4.48 g of 2-(4-trifluoromethylphenyl)-3(2H,4H)-1,2,4-triazolone (72%) as a colorless powder.

후처리

  1. temperatureAfter cooling
  2. extractionthe reaction solution was extracted with 200 ml of an aqueous solution of potassium hydroxide (10%)
  3. extractionThe aqueous extract
  4. customthe crystals thus separated out
  5. washwere-washed with water and hexane successively
  6. dry with materialdried over phosphorus pentoxide

출처 및 근거

ORD 기록
ord-a8173f707a644de695d508188fd58c3e
출처 데이터셋
uspto-grants-1994_12
특허 번호
US05371101

반응 노트

불러오는 중…