Formaldehyde → HCID 54681180, compound

HRID 2393976Notes

Reaction equation

HRID 2393976 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[O:5][C:4](=[O:14])[CH:3]=1.C=O.[C:17]1([SH:23])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.N1CCCC[CH2:25]1>C(O)(=O)C.C(O)C>[OH:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[O:5][C:4](=[O:14])[C:3]=1[CH2:25][S:23][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

7

Reactant 4

HCID 712FormaldehydeHCID 7969ThiophenolHCID 8082PiperidineHCID 546956304-Hydroxy-6-phenyl-2H-pyran-2-one

Product 1

HCID 54681180HCID 54681180, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

The title compound was prepared by Method C using 4-hydroxy-6-phenyl-2H-pyran-2-one (1.00 g, 5.31 mmol), ethanol (10 mL), paraformaldehyde (0.175 g, 5.80 mmol), thiophenol (1.40 mL, 13.8 mmol), piperdine (0.5 mL), acetic acid (0.5 mL). m.p. dec. 211° C.; 1H NMR (400 MHz, DMSO-d6) δ 3.98 (s, 2 H), 6.73 (s, 1 H), 7.17 (m, 1 H), 7.30 (m, 2 H), 7.37 (m, 2 H), 7.54 (m, 3 H), 7.77 (m, 2 H), 12.05 (bs, 1 H).

Workup

  1. custom211° C.

Sources & evidence

ORD record
ord-f22d3b48d44a4c1ba49f9aa20d06071e
Source dataset
uspto-grants-1998_09
Patent number
US05808062

Reaction notes

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