N,N-Diethyl-p-phenylenediamine → HCID 67789012, compound

HRID 2379023Notes

Reaction equation

HRID 2379023 reaction equation
[C:1]([C:3](=[C:9]([S:12][CH3:13])SC)[C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].[CH2:14]([N:16]([C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=1)[CH2:17][CH3:18])[CH3:15]>>[CH2:14]([N:16]([C:19]1[CH:20]=[CH:21][C:22]([NH:23][C:9]([S:12][CH3:13])=[C:3]([C:1]#[N:2])[C:4]([O:6][CH2:7][CH3:8])=[O:5])=[CH:24][CH:25]=1)[CH2:17][CH3:18])[CH3:15]

Participants

3

Reactant 2

HCID 7120N,N-Diethyl-p-phenylenediamineHCID 2747745Ethyl 3,3-Bis(methylthio)-2-cyanoacrylate

Product 1

HCID 67789012HCID 67789012, compoundYield 81%

Procedure

21.7 g of ethyl 2-cyano-3,3-bis(methylthio)acrylate and 16.5 g of 4-(N,N-diethylamino)aniline are heated for 2 hours at 120° C. The residue is purified by chromatography on a silica column, the eluent being a toluene/ethanol (97/3) mixture; the expected product is recrystallised from cyclohexane. M.p.=100° C. (Yield 81%).

Workup

  1. customThe residue is purified by chromatography on a silica column
  2. customthe expected product is recrystallised from cyclohexane

Sources & evidence

ORD record
ord-8b762d3dac3f409f9960fa78b7a49b8b
Source dataset
uspto-grants-1994_11
Patent number
US05360799

Reaction notes

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