Tizanidine → HCID 86658845, compound

HRID 451348Notes

Reaction equation

HRID 451348 reaction equation
[CH2:1]([O:3][CH2:4][C:5]([OH:7])=[O:6])[CH3:2].[CH:8]1[C:13]2=[N:14][S:15][N:16]=[C:12]2[C:11]([NH:17][C:18]2[NH:22][CH2:21][CH2:20][N:19]=2)=[C:10]([Cl:23])[CH:9]=1>C(O)(C)C>[CH:8]1[C:13]2=[N:14][S:15][N:16]=[C:12]2[C:11]([NH:17][C:18]2[NH:22][CH2:21][CH2:20][N:19]=2)=[C:10]([Cl:23])[CH:9]=1.[CH2:1]([O:3][CH2:4][C:5]([O-:7])=[O:6])[CH3:2]

Participants

4

Reactant 2

HCID 5487TizanidineHCID 12301Ethoxyacetic acid

Product 1

HCID 86658845HCID 86658845, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
2.5 °C

Procedure

To a solution of 2.0 g of ethoxyacetic acid in 4 ml of isopropyl alcohol, 3.0 g of the tizanidine base (99.15% HPLC) are added. After brief heating to boil a solution results, from which a crystalline precipitated product starts to separate. After cooling to 0 to 5° C. and aspiration 3.8 g of tizanidine ethoxyacetate are obtained.

Workup

  1. temperatureAfter brief heating
  2. customresults, from which a crystalline precipitated product starts
  3. customto separate

Sources & evidence

ORD record
ord-aada971cc9ce4c25a917ee25219ca576
Source dataset
uspto-grants-2013_07
Patent number
US08487113B2

Reaction notes

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