Acrylic Acid → HCID 178433749, compound

HRID 1649708Notes

Reaction equation

HRID 1649708 reaction equation
[NH2:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][CH2:7][CH2:8][CH2:9][C:10]2[N:11]3[N:17]=[C:16]([CH3:18])[C:15]([Cl:19])=[C:12]3[NH:13][N:14]=2)=[CH:4][CH:3]=1.[C:22]([OH:26])(=[O:25])[CH:23]=[CH2:24]>CC(N(C)C)=O>[C:22]([CH2:23][CH2:24][NH:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][CH2:7][CH2:8][CH2:9][C:10]2[N:11]3[N:17]=[C:16]([CH3:18])[C:15]([Cl:19])=[C:12]3[NH:13][N:14]=2)=[CH:4][CH:3]=1)([OH:26])=[O:25]

Participants

4

Reactant 2

HCID 6581Acrylic AcidHCID 178433748HCID 178433748, compound

Product 1

HCID 178433749HCID 178433749, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Conditions

Temperature
85 °C

Procedure

23 g 3-[3-(4-aminophenoxy)-propyl]-6-methyl-7-chloro-1H-pyrazolo[5,1-c]-1,2,4-triazole and 10.8 g acrylic acid are dissolved in dimethyl acetamide heated to 85° C. and are stirred at that temperature for 1 hour. The reaction mixture is then poured onto 300 g of an ice/water mixture, the deposit precipitated is filtered off under suction and recrystallized from ethyl acetate. 3-[3-(4-carboxyethylaminophenoxy)-propyl]-6-methyl-7-chloro-1H-pyrazolo-[5,1-c]-1,2,4-triazole melting at 151° to 153° C. is obtained in a yield of 61%.

Workup

  1. customthe deposit precipitated
  2. filtrationis filtered off under suction
  3. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-6a8f79fd8af2424fbf25e988416fdbc6
Source dataset
uspto-grants-1990_05
Patent number
US04921782

Reaction notes

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