Sulfuric Acid → 1-(Ethoxycarbonyl)-4-(4-fluoroanilino)piperidine-4-carboximidic acid

HRID 1065257ノート

反応式

HRID 1065257 の反応式
[C:1]([C:3]1([NH:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH2:4]1)#[N:2].S(=O)(=O)(O)[OH:23].[OH-].[Na+]>O>[C:1]([C:3]1([NH:14][C:15]2[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=2)[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH2:4]1)(=[O:23])[NH2:2]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 3018977Ethyl 4-cyano-4-(4-fluoroanilino)piperidine-1-carboxylate

生成物 1

HCID 30189781-(Ethoxycarbonyl)-4-(4-fluoroanilino)piperidine-4-carboximidic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

127.5 parts of ethyl 4-cyano-4-(4-fluorophenylamino)-1-piperidinecarboxylate are added dropwise to 360 parts of concentrated sulfuric acid (exothermic reaction: temperature rises to 50° C.). Upon completion, the whole is stirred overnight at room temperature. The reaction mixture is poured onto crushed ice and 250 parts of water are added. The whole is alkalized with sodium hydroxide solution at a temperature of 40°-50° C., whereupon the product is precipitated. It is filtered off, washed with water and taken up in boiling trichloromethane. The latter is washed twice with water, dried and evaporated, yielding 82.1 parts of less pure ethyl 4-carbamoyl-4-(4-fluorophenylamino)-1-piperidinecarboxylate.

後処理

  1. additionThe reaction mixture is poured
  2. additionare added
  3. customis precipitated
  4. filtrationIt is filtered off
  5. washwashed with water
  6. washThe latter is washed twice with water
  7. customdried
  8. customevaporated

出典と根拠

ORDレコード
ord-9b84ed9d46ed4223860024fc302dbe56
出典データセット
uspto-grants-1982_05
特許番号
US04329353

反応ノート

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