Potassium Hydroxide → HCID 178516434、化合物

HRID 67167ノート

反応式

HRID 67167 の反応式
[OH-].[K+].[N+](C1C=CC(O[CH2:11][C:12]2O[N:15]=[C:14]([CH2:17][C:18]([NH:20][C:21]3[C:26]([Cl:27])=[CH:25][C:24]([Cl:28])=[CH:23][C:22]=3[Cl:29])=[O:19])[N:13]=2)=CC=1)([O-])=O.[N+:32]([C:35]1[CH:60]=CC(OCC(NC2CC(=O)N(C3C(Cl)=CC(Cl)=CC=3Cl)N=2)=O)=[CH:37][CH:36]=1)([O-:34])=[O:33]>CO>[N+:32]([C:35]1[CH:60]=[CH:11][C:12]([NH:13][C:14]2[CH2:17][C:18](=[O:19])[N:20]([C:21]3[C:22]([Cl:29])=[CH:23][C:24]([Cl:28])=[CH:25][C:26]=3[Cl:27])[N:15]=2)=[CH:37][CH:36]=1)([O-:34])=[O:33]

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 13380572HCID 13380572、化合物HCID 133805733-[(p-Nitro-phenoxy)acetamido]-1-(2,4,6-trichlorophenyl)-2-pyrazolin-5-one

生成物 1

HCID 178516434HCID 178516434、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 5 g of potassium hydroxide in 75 ml of anhydrous methanol was added 10 g of 2-[5-(p-nitrophenoxymethyl)-1,2,4-oxadiazol-3-yl]-2',4',6'-trichloroacetanilide. The mixture was heated under reflux for 2 hours. The reaction did not stop with 3-[(p-nitro-phenoxy)acetamido]-1-(2,4,6-trichlorophenyl)-2-pyrazolin-5-one but proceeded further (Smiles rearrangement) to give 3-(p-nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazolin-5-one. At the end of the reaction, the mixture was allowed to cool to room temperature, acidified with 10 ml of acetic acid, diluted with 70 ml of water, and then allowed to stand at room temperature overnight. The product was collected, washed with water and ethanol, and dried. There was obtained 3.8 g (43%) of 3-(p-nitroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazolin-5-one as yellow crystals, mp 295°-298° C.

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 hours

出典と根拠

ORDレコード
ord-e8bdf36b797948ebaa1b501bcf0d836c
出典データセット
uspto-grants-1982_08
特許番号
US04345085

反応ノート

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