Hydrochloric Acid → 2-Methyl-5-nitro-4-(4-o-tolyl-piperazin-1-yl)-benzoic acid

HRID 1481868

反応式

HRID 1481868 の反応式
F[C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([CH3:14])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl.Cl.[C:23]1([CH3:35])[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1.Cl>CN(C=O)C>[CH3:14][C:4]1[CH:3]=[C:2]([N:32]2[CH2:33][CH2:34][N:29]([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[CH3:35])[CH2:30][CH2:31]2)[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 919641-(o-Tolyl)piperazine dihydrochlorideHCID 223131014-Fluoro-2-methyl-5-nitrobenzoic acid

生成物 1

HCID 896906482-Methyl-5-nitro-4-(4-o-tolyl-piperazin-1-yl)-benzoic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of 4-fluoro-2-methyl-5-nitro-benzoic acid (5.0 g, 25.10 mmol) in anhydrous DMF (100 mL), potassium carbonate (10.4 g, 75.3 mmol) was added under N2 atmosphere followed by 1-o-tolyl-piperazine 2 HCl (8.13 g, 32.6 mmol). The reaction mixture was allowed to stir at room temperature overnight. The progress of the reaction was checked by TLC, upon completion of the reaction, solvent was removed in vacuo. The residue obtained was acidified with conc. HCl (≈pH=2-3). Yellow solid obtained was filtered and washed with water (3×75 mL), diethyl ether and dried under vacuo to obtain the pure product 2-methyl-5-nitro-4-(4-o-tolyl-piperazin-1-yl)-benzoic acid. Yield (6.5 g, 73%; and yellow solid).

後処理

  1. customThe progress of the reaction was checked by TLC, upon completion of the reaction, solvent
  2. customwas removed in vacuo
  3. customThe residue obtained
  4. customYellow solid obtained
  5. filtrationwas filtered
  6. washwashed with water (3×75 mL), diethyl ether
  7. customdried under vacuo

出典と根拠

ORDレコード
ord-ed984582d8f44b28aed168943abd906e
出典データセット
uspto-grants-2016_08
特許番号
US09409897B2

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