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

HRID 1491788ノート

反応式

HRID 1491788 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
120 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a8173f707a644de695d508188fd58c3e
出典データセット
uspto-grants-1994_12
特許番号
US05371101

反応ノート

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