Acetic Acid → HCID 69287775, compound

HRID 2222191Notes

Reaction equation

HRID 2222191 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([N:11]([C:19](=[O:27])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[Cl:26])[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:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:19]([N:11]([C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1)[C:8]1[S:9][CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=1)=[O:27]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 69287865HCID 69287865, compound

Product 1

HCID 69287775HCID 69287775, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 1.97 g (4.68 mmol) 2-[(2-Chloro-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 1.02 g (56%) of the title compound. MS (m/e): 393.1 (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 1.02 g (56%) of the title compound

Sources & evidence

ORD record
ord-7c71a4091f79488dbb7dc73b8964a2bc
Source dataset
uspto-grants-2008_05
Patent number
US07371751B2

Reaction notes

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