Hydrochloric Acid → 2-((1-Ethyl-1H-pyrazol-5-yl)amino)benzoic acid

HRID 1586128ノート

反応式

HRID 1586128 の反応式
I[C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].C(=O)([O-])[O-].[K+].[K+].[NH2:17][C:18]1[N:22]([CH2:23][CH3:24])[N:21]=[CH:20][CH:19]=1.Cl>CN(C=O)C.CC([O-])=O.CC([O-])=O.[Cu+2].O.C(O)(=O)C>[CH2:23]([N:22]1[C:18]([NH:17][C:2]2[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4]([OH:6])=[O:5])=[CH:19][CH:20]=[N:21]1)[CH3:24]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 69412-Iodobenzoic acidHCID 11430Potassium CarbonateHCID 3373101-Ethyl-1H-pyrazol-5-amine

生成物 1

HCID 154274682-((1-Ethyl-1H-pyrazol-5-yl)amino)benzoic acid収率 42.4%

試薬・触媒・溶媒 3

HCID 165397Cupric acetate monohydrate触媒HCID 176Acetic Acid溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2-iodobenzoic acid (54 g, 0.218 mol) in DMF (570 ml) is added potassium carbonate (33.4 g, 0.242 mol), followed by 5-amino-1-ethylpyrazole (24.2 g, 0.218 mol) and finally Cu(OAc)2.H2O (0.9 g, 0.0045 mol). The reaction mixture is refluxed overnight, cooled and then poured into ice water. Acetic acid and HCl are added until a pH of about 4 is obtained. A precipitate forms which is collected by filtration, washed with water and dried to afford 21.4 g of N-(1-ethylpyrazol-5-yl) anthranilic acid.

後処理

  1. temperatureThe reaction mixture is refluxed overnight
  2. temperaturecooled
  3. customis obtained
  4. filtrationA precipitate forms which is collected by filtration
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-22aac3f4894442f5ba4a2651c4f6fb45
出典データセット
uspto-grants-1999_08
特許番号
US05942520

反応ノート

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