Acetohydrazide → 1-(3-Bromo-phenyl)-1H-imidazole-4-carboxylic acid N'-acetyl-hydrazide

HRID 2266408ノート

反応式

HRID 2266408 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[CH:12]=[C:11]([C:13]([OH:15])=O)[N:10]=[CH:9]2)[CH:5]=[CH:6][CH:7]=1.[C:16]([NH:19][NH2:20])(=[O:18])[CH3:17].ON1C2N=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC>CN(C=O)C>[C:16]([NH:19][NH:20][C:13]([C:11]1[N:10]=[CH:9][N:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=2)[CH:12]=1)=[O:15])(=[O:18])[CH3:17]

参加物

6

反応物 4

HCID 14039AcetohydrazideHCID 181649HOAtHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 234449541-(3-Bromophenyl)-1H-imidazole-4-carboxylic acid

生成物 1

HCID 577508851-(3-Bromo-phenyl)-1H-imidazole-4-carboxylic acid N'-acetyl-hydrazide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 5 (0.30 g, 1.1 mmol), acethydrazide (82 mg, 1.1 mmol) diisopropylethyl amine (975 uL, 5.6 mmol), and 1-hydroxy-7-azabenzotriazole (HOAt, 177 mg, 1.3 mmol) in DMF (10 mL) was added and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide, hydrochloride (EDC HCl; 249 mg, 1.3 mmol). The mixture was stirred at room temperature for 16 h. The solvent was evaporated and the residue was extracted with hot ethyl acetate. The solvent was evaporated and crystallised from MeOH to give the title compound.

後処理

  1. customThe solvent was evaporated
  2. extractionthe residue was extracted with hot ethyl acetate
  3. customThe solvent was evaporated
  4. customcrystallised from MeOH

出典と根拠

ORDレコード
ord-8b1f7fafd1764298ab31abdea735702f
出典データセット
uspto-grants-2010_12
特許番号
US07858649B2

反応ノート

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