4-Nitrobenzaldehyde → 1,3-Dithiolane, 2-(p-nitrophenyl)-

HRID 482780Notes

Reaction equation

HRID 482780 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:12]([SH:15])[CH2:13][SH:14]>CCO>[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]2[S:15][CH2:12][CH2:13][S:14]2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 5414-NitrobenzaldehydeHCID 109021,2-Ethanedithiol

Product 1

HCID 387701,3-Dithiolane, 2-(p-nitrophenyl)-Yield 85.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following the general procedure employed in Example 1, 38.58 gm (0.255 moles) of 4-nitrobenzaldehyde and 24.71 gm (0.262 moles) of 1,2-ethanedithiol gave, after crystallization from absolute EtOH, 49.23 gm (0.2169 moles) of an orange colored solid (85% yield) m.p. 80°-82° C. Elemental analysis for C9H9NO2S2 :

Workup

  1. customgave

Sources & evidence

ORD record
ord-113d8b33335d40c4abca4b8d12e5f988
Source dataset
uspto-grants-1986_03
Patent number
US04575565

Reaction notes

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