Acetic Acid → HCID 69287766, compound

HRID 2222190Notes

Reaction equation

HRID 2222190 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([N:11]([C:19](=[O:28])[C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:21]=2[Cl:27])[C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[S:9][CH:10]=1)=[O:5])C.C(O)(=O)C.Cl>O1CCOCC1>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([N:11]([C:19](=[O:28])[C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][C:21]=2[Cl:27])[C:8]2[S:9][CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=2)=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 69286943HCID 69286943, compound

Product 1

HCID 69287766HCID 69287766, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2.13 g (4.68 mmol) 2-[(2,4-Dichloro-benzoyl)-(4-chloro-phenyl)-amino]-thiazole-4-carboxylic acid ethyl ester, 2.5 ml acetic acid and 7.5 ml HCl conc. in 10 ml dioxane was heated to 60° C. for 2 h. The mixture was subjected to reversed phase HPLC purification eluting with an acetonitrile/water gradient to yield after evaporation of the product fractions 0.955 g (48%) of the title compound. MS (m/e): 429.1 (MH+, 100%)

Workup

  1. customThe mixture was subjected to reversed phase HPLC purification
  2. washeluting with an acetonitrile/water gradient
  3. customto yield
  4. customafter evaporation of the product fractions 0.955 g (48%) of the title compound

Sources & evidence

ORD record
ord-ffa339b12d514cbf9b20e1ec50cc0f3d
Source dataset
uspto-grants-2008_05
Patent number
US07371751B2

Reaction notes

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