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Formic Acid → Methyl[3-(4-chlorophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetate

HRID 660897
ノート
印刷プレビュー

反応式

HRID 660897 の反応式
[CH3:1][O:2][C:3](=[O:21])[CH2:4][N:5]1[C:9](=[O:10])[N:8](CC=C)[C:7]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[N:6]1.C(O)=O.C(N(CC)CC)C>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:1][O:2][C:3](=[O:21])[CH2:4][N:5]1[C:9](=[O:10])[NH:8][C:7]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[N:6]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 284Formic AcidHCID 8471TriethylamineHCID 58012233Methyl [3-(4-chlorophenyl)-4-allyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetate

生成物 1

HCID 136199105Methyl[3-(4-chlorophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetate

試薬・触媒・溶媒 1

HCID 178418397HCID 178418397、化合物触媒

実験手順

Under an argon atmosphere, 200 mg (0.65 mmol) of the compound from Example 214A, 49 μl of formic acid (1.3 mmol), 226 μl of triethylamine (1.63 mmol) and 38 mg of tetrakis(triphenylphosphine)palladium(0) (32 μmol) are dissolved in 2 ml degassed dioxan and stirred overnight at reflux temperature. To dissolve the precipitated solid, the reaction mixture is diluted with 20 ml of methanol after cooling to RT. The palladium catalyst is filtered off and the filtrate freed of the volatile components on the rotary evaporator. The residue is stirred with 5 ml acetonitrile and then suction-filtered. The solid is washed with acetonitrile and dried under high vacuum. It corresponds to the title compound with a purity of ca. 76% (130 mg, 57% of theory) and is used in the next reaction without further purification.

後処理

  1. customdegassed dioxan
  2. temperatureat reflux temperature
  3. dissolutionTo dissolve the precipitated solid
  4. additionthe reaction mixture is diluted with 20 ml of methanol
  5. filtrationThe palladium catalyst is filtered off
  6. customthe filtrate freed of the volatile components on the rotary evaporator
  7. stirringThe residue is stirred with 5 ml acetonitrile
  8. filtrationsuction-filtered
  9. washThe solid is washed with acetonitrile
  10. customdried under high vacuum
  11. customis used in the next reaction without further purification

出典と根拠

ORDレコード
ord-ce60cd0e97464195a4e4f5720dfa1e6c
出典データセット
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08084481B2

反応ノート

読み込み中…

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