Water → Tyrphostin 23

HRID 1587452Notes

Reaction equation

HRID 1587452 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=O.[C:11](#[N:15])[CH2:12][C:13]#[N:14].O>C(O)C.N1CCCCC1>[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=[C:12]([C:11]#[N:15])[C:13]#[N:14]

Participants

6

Reactant 3

HCID 962WaterHCID 8010MalononitrileHCID 87683,4-Dihydroxybenzaldehyde

Product 1

HCID 2052Tyrphostin 23Yield 86%

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

To 11 g (80 mmol) of 3,4-dihydroxybenzaldehyde and 5.5 g (83 mmol) of malononitrile in 40 ml of ethanol, 7 drops of piperidine were added and the mixture was heated at 70° C. for 0.5-1 hour and then poured into water. The resulting solid precipitate was separated by filtration to give 12.7 g (86% yield) of a yellow solid, m.p. 225° C.

Workup

  1. customThe resulting solid precipitate was separated by filtration

Sources & evidence

ORD record
ord-957d39e563094abba5420cb6a844564a
Source dataset
uspto-grants-1993_06
Patent number
US05217999

Reaction notes

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