Glycine → HCID 710324, compound

HRID 378242Notes

Reaction equation

HRID 378242 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=O)[S:5][CH:6]=1.[C:9](#[N:13])[CH2:10][C:11]#[N:12].O.NCC(O)=O>CCO>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:10]([C:9]#[N:13])[C:11]#[N:12])[S:5][CH:6]=1

Participants

6

Reactant 4

HCID 750GlycineHCID 962WaterHCID 8010MalononitrileHCID 877924-Bromothiophene-2-carbaldehyde

Product 1

HCID 710324HCID 710324, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Bromo-2-thiophenecarboxaldehyde (6.92 g, 36.2 mmol) and malononitrile (2.39 g, 36.2 mmol) were dissolved in 100 mL 1:1 EtOH:H2O. A small spatula of glycine was added and the reaction was stirred at ambient temperature for 30 min. The precipitated product was collected by suction filtration, washed with water, and dried under vacuum overnight. The result was 8.38 g (97% ) 4bromo-2-(2,2-dicyanoethenyl)thiophene as a light green solid. MS 238/240 (M+H)+.

Workup

  1. filtrationThe precipitated product was collected by suction filtration
  2. washwashed with water
  3. customdried under vacuum overnight

Sources & evidence

ORD record
ord-0243163136da437e8b04a7f88ceee289
Source dataset
uspto-grants-2000_02
Patent number
US06030969

Reaction notes

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