Chloroacetic Acid → HCID 131730715, compound

HRID 451349Notes

Reaction equation

HRID 451349 reaction equation
[Cl:1][CH2:2][C:3]([OH:5])=[O:4].[CH:6]1[C:11]2=[N:12][S:13][N:14]=[C:10]2[C:9]([NH:15][C:16]2[NH:20][CH2:19][CH2:18][N:17]=2)=[C:8]([Cl:21])[CH:7]=1>C(O)(C)C>[CH:6]1[C:11]2=[N:12][S:13][N:14]=[C:10]2[C:9]([NH:15][C:16]2[NH:20][CH2:19][CH2:18][N:17]=2)=[C:8]([Cl:21])[CH:7]=1.[Cl:1][CH2:2][C:3]([O-:5])=[O:4]

Participants

4

Reactant 2

HCID 300Chloroacetic AcidHCID 5487Tizanidine

Product 1

HCID 131730715HCID 131730715, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
2.5 °C

Procedure

To a solution of 2.0 g of monochloroacetic acid in 10 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 3.31 g of tizanidine monochloroacetate are obtained.

Workup

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

Sources & evidence

ORD record
ord-9a34d4493c1146f19d46af4231fa21e6
Source dataset
uspto-grants-2013_07
Patent number
US08487113B2

Reaction notes

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