Thiophenol → HCID 66630499, compound

HRID 2362812Notes

Reaction equation

HRID 2362812 reaction equation
[C:1](#[N:5])[CH2:2][C:3]#[N:4].[C:6]1([SH:12])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[OH:13][CH2:14][CH2:15][O:16][C:17]1[CH:28]=[CH:27][C:20]([CH:21]=[C:22]([C:25]#[N:26])[C:23]#[N:24])=[CH:19][CH:18]=1.C(N(CC)CC)C>C(O)C>[NH2:4][C:3]1[C:2]([C:1]#[N:5])=[C:21]([C:20]2[CH:27]=[CH:28][C:17]([O:16][CH2:15][CH2:14][OH:13])=[CH:18][CH:19]=2)[C:22]([C:25]#[N:26])=[C:23]([S:12][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[N:24]=1

Participants

6

Reactant 4

HCID 7969ThiophenolHCID 8010MalononitrileHCID 8471TriethylamineHCID 21949078p-(2-Hydroxyethoxy)benzylideneMalononitrile

Product 1

HCID 66630499HCID 66630499, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.765 g (11.6 mmol) of malononitrile, 1.28 g (11.6 mmol) of thiophenol and 2.48 g (11.6 mmol) of 2-[4-(2-hydroxyethoxy)benzylidene]malononitrile [preparation according to WO 03/053441, Example 6/Method 2, Step 1] are dissolved in 15 ml of ethanol, and 0.03 ml of triethylamine is added. The mixture is stirred under reflux for 2 h. After cooling, the reaction mixture is filtered and the residue is washed with ethanol and dried.

Workup

  1. temperatureunder reflux for 2 h
  2. temperatureAfter cooling
  3. filtrationthe reaction mixture is filtered
  4. washthe residue is washed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-d57e3b843cdc4af88bd82ec1ab6aae3d
Source dataset
uspto-grants-2014_04
Patent number
US08691850B2

Reaction notes

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