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

HRID 2266408노트

반응식

HRID 2266408 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-8b1f7fafd1764298ab31abdea735702f
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858649B2

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