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Piperazine → HCID 10802700, compound

HRID 2243237
Notes
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Reaction equation

HRID 2243237 reaction equation
C(S[C:4]1[O:5][C:6]2[C:11]([C:12](=[O:14])[CH:13]=1)=[CH:10][CH:9]=[C:8]1[CH:15]=[CH:16][CH:17]=[CH:18][C:7]=21)C.[NH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>CO>[N:19]1([C:4]2[O:5][C:6]3[C:11]([C:12](=[O:14])[CH:13]=2)=[CH:10][CH:9]=[C:8]2[CH:15]=[CH:16][CH:17]=[CH:18][C:7]=32)[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 4837PiperazineHCID 11196157HCID 11196157, compound

Product 1

HCID 10802700HCID 10802700, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Prepared from 2-ethylsulphanyl-benzo[h]chromen-4-one (0.384 g, 1.5 mmol) and piperazine (1.29 g, 15 mmol). Recrystallisation from ethyl acetate provided an off white solid. (0.121 g, 0.43 mmol, 28% yield) mp 208-209° C. UV λmax=317.0, 273.0, 255.0, 216.5 nm (Methanol). 1H NMR (200 MHz, CDCl3) δ 3.01 (4H, m); 3.55 (4H, m); 5.57 (1H, s); 7.56 (2H, m); 7.66 (1H, d); 7.85 (1H, m); 8.08 (1H, d); 8.21 (1H, m). EIMS m/z (EI+): 280 (M+), 261, 238, 225, 170, 139. Anal. Calcd for C17H16N2O2.0.3H2O: C, 71.46; H, 5.81; N, 9.80. Found: C, 71.88; H, 5.91; N, 9.33.

Workup

  1. customRecrystallisation from ethyl acetate
  2. customprovided an off white solid

Sources & evidence

ORD record
ord-0079aae8468e444fbd387268d3b54cc6
Source dataset
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07674823B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes