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4-Methylpyrazole → 2-chloro-2',6'-dimethyl-N-(4-methylpyrazol-1-yl-methyl)-acetanilide

HRID 2059079
ノート
印刷プレビュー

反応式

HRID 2059079 の反応式
[CH3:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.[OH-].[Na+].[Cl:9][CH2:10][C:11]([N:13]([CH2:22]Cl)[C:14]1[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:21])=[O:12].[Br-].C([P+](CCCC)(CCCC)C)CCC>ClC1C=CC=CC=1Cl.O>[Cl:9][CH2:10][C:11]([N:13]([CH2:22][N:4]1[CH:3]=[C:2]([CH3:1])[CH:6]=[N:5]1)[C:14]1[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:21])=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 34064-MethylpyrazoleHCID 14798Sodium HydroxideHCID 130698822-Chloro-N-(chloromethyl)-N-(2,6-dimethylphenyl)acetamideHCID 22168974Tri-n-butylmethylphosphonium bromide

生成物 1

HCID 133243652-chloro-2',6'-dimethyl-N-(4-methylpyrazol-1-yl-methyl)-acetanilide

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 72391,2-Dichlorobenzene溶媒

実験手順

A solution of 9.0 parts by weight of 4-methylpyrazole and 4.0 parts by weight of sodium hydroxide in 20 parts by volume of water was added dropwise at 0° C., with vigorous stirring, to a solution of 24.6 parts by weight of 2-chloro-N-chloromethyl-2',6'-dimethylacetanilide and 0.15 part by weight of tri-n-butylmethylphosphonium bromide in 80 parts by volume of o-dichlorobenzene, and the stirring was continued for 5 hours at 10° C. The organic phase was washed with three times 50 parts by volume of water, dried over sodium sulfate and evaporated under reduced pressure at 70° C. to give 25.6 parts by weight of 2-chloro-2',6'-dimethyl-N-(4-methylpyrazol-1-yl-methyl)-acetanilide of melting point 100° C.; the product was pure according to the 1H-NMR spectrum and according to thin layer chromatography carried out using a 3:7 ethyl acetate:toluene mixture.

後処理

  1. washThe organic phase was washed with three times 50 parts by volume of water
  2. dry with materialdried over sodium sulfate
  3. customevaporated under reduced pressure at 70° C.

出典と根拠

ORDレコード
ord-64cb9e10d7214ccaae665c6763f48704
出典データセット
uspto-grants-1982_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04321395

反応ノート

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