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

HRID 375844ノート

反応式

HRID 375844 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) was 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 was refluxed overnight, cooled and then poured into ice-water. Acetic acid and HCl were added until a pH of about 4 was obtained. A precipitate formed which was 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 was refluxed overnight
  2. temperaturecooled
  3. customwas obtained
  4. customA precipitate formed which
  5. filtrationwas collected by filtration
  6. washwashed with water
  7. customdried

出典と根拠

ORDレコード
ord-13a1490ccfee48f5a6f304116bcedf54
出典データセット
uspto-grants-1996_01
特許番号
US05488055

反応ノート

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