Toluene → HCID 20331197, compound

HRID 2057646Notes

Reaction equation

HRID 2057646 reaction equation
[NH2:1][C:2]1[CH:14]=[CH:13][C:5]([CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:4][CH:3]=1.[CH2:15]([C:23]1[S:27][C:26](C=O)=[CH:25][CH:24]=1)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[N+](C1C=C([N+]([O-])=O)C=CC=1S(O)(=O)=O)([O-])=O.C1(C)C=CC=CC=1>O>[CH2:15]([C:23]1[S:27][C:26](=[N:1][C:2]2[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:13][CH:14]=2)[CH2:25][CH:24]=1)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

6

Reactant 4

HCID 1140TolueneHCID 69592,4-Dinitrobenzenesulfonic acidHCID 10442595Ethyl 3-(4-aminophenyl)propanoateHCID 137915885-Octylthiophene-2-carbaldehyde

Product 1

HCID 20331197HCID 20331197, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 8.6 g. ethyl 4-aminohydrocinnamate, 9.77 g. 5-octyl-2-thiophenecarboxaldehyde and a few crystals of 2,4-dinitrobenzenesulfonic acid in 250 ml. toluene is refluxed under a Dean-Stark trap for 17 hours, whereupon the theoretical amount (0.8 ml.) water has been collected. The toluene is evaporated to yield ethyl 3-[4-(5-octyl-2-thienylideneamino)phenyl]propionate as a crystalline mass.

Workup

  1. customhas been collected
  2. customThe toluene is evaporated

Sources & evidence

ORD record
ord-c73f04170c5c4264ae011e01ea7dfbd7
Source dataset
uspto-grants-1980_07
Patent number
US04211783

Reaction notes

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