Trimethylamine → HCID 86741298, compound

HRID 235794Notes

Reaction equation

HRID 235794 reaction equation
[O:1]1[CH2:15][CH:2]1[CH2:3][O:4][C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH2:7][C:8](=[O:14])[NH:9]2.[NH:16]1[C:20](C=O)=[CH:19][CH:18]=[N:17]1.[CH3:23]N(C)C>CS(C)=O>[O:1]1[CH2:15][CH:2]1[CH2:3][O:4][CH:5]1[C:13](=[CH2:23])[CH:12]=[CH:11][C:10]2[NH:9][C:8](=[O:14])[CH:7]([C:18]3[NH:17][N:16]=[CH:20][CH:19]=3)[C:6]1=2

Participants

5

Reactant 3

HCID 1146TrimethylamineHCID 122183831H-Pyrazole-3-carbaldehydeHCID 13066242HCID 13066242, compound

Product 1

HCID 86741298HCID 86741298, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

4.1 g. 4-(2,3-Epoxypropoxy)-indolin-2-one (Example 6) are dissolved in 40 ml. dimethyl sulphoxide, mixed with 2.0 g. pyrazole-5-aldehyde and 2.8 ml. trimethylamine and stirred for 2 days at ambient temperature. The reaction mixture is mixed with 150 ml. water and extracted with ethyl acetate. After drying with anhydrous sodium sulphate and evaporating, there crystallise out 3.9 g. 4-(2,3-epoxypropoxy)-3-(pyrazol-5-yl)-methyleneindolin-2-one; m.p. 229° C.; yield 68% of theory.

Workup

  1. additionThe reaction mixture is mixed with 150 ml
  2. extractionwater and extracted with ethyl acetate
  3. dry with materialAfter drying with anhydrous sodium sulphate
  4. customevaporating
  5. customthere crystallise out 3.9 g

Sources & evidence

ORD record
ord-1a57ec7a8772457695ebba0660150bef
Source dataset
uspto-grants-1987_02
Patent number
US04642309

Reaction notes

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