Dimethylformamide → N-(1-cyclopentylpyrazol-5-yl) anthranilic acid

HRID 375860

反応式

HRID 375860 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].[NH2:11][C:12]1[N:16]([CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)[N:15]=[CH:14][CH:13]=1.CN(C=O)C.C(=O)([O-])[O-].[K+].[K+]>C(O)(=O)C>[CH:17]1([N:16]2[C:12]([NH:11][C:2]3[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:4]([OH:6])=[O:5])=[CH:13][CH:14]=[N:15]2)[CH2:18][CH2:19][CH2:20][CH2:21]1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 69412-Iodobenzoic acidHCID 11430Potassium CarbonateHCID 10797921-cyclopentyl-1H-pyrazol-5-amine

生成物 1

HCID 54038843N-(1-cyclopentylpyrazol-5-yl) anthranilic acid収率 68.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 2-iodobenzoic acid (28 g, 0.113 mol), 5-amino-1-cyclopentylpyrazole (17 g, 0.113 mol), DMF (100 ml), potassium carbonate (16 g, 0.113 mol) and Cu(OAc) 2 (0.5 g) was refluxed overnight. The reaction mixture was poured into ice-water, and acidified with acetic acid to a pH of 5. The gum which formed was extracted with CH2Cl2 and the CH2Cl2 layer was washed with water, dried over MgSO4, and evaporated to afford 21 g of N-(1-cyclopentyl pyrazol-5-yl) anthranilic acid.

後処理

  1. temperaturewas refluxed overnight
  2. customThe gum which formed
  3. extractionwas extracted with CH2Cl2
  4. washthe CH2Cl2 layer was washed with water
  5. dry with materialdried over MgSO4
  6. customevaporated

出典と根拠

ORDレコード
ord-24c745ae42994c5db88ebabca4b6f325
出典データセット
uspto-grants-1996_01
特許番号
US05488055

関連ノート

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