Water → 4-[2-(4-chloro-phenyl)-6-oxo-4-thioxo-6H-1-oxa-3b,5-diaza-cyclopenta[a]pentalen-5-yl]-3,3-dimethyl-butyric acid

HRID 1713024Notes

Reaction equation

HRID 1713024 reaction equation
C([O:3][C:4](=[O:30])[CH2:5][C:6]([CH3:29])([CH3:28])[CH2:7][N:8]1[C:25](=[S:26])[N:11]2[C:12]3[CH:13]=[C:14]([C:18]4[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=4)[O:15][C:16]=3[CH:17]=[C:10]2[C:9]1=[O:27])C.O>C(O)(C(F)(F)F)=O>[Cl:24][C:21]1[CH:22]=[CH:23][C:18]([C:14]2[O:15][C:16]3[CH:17]=[C:10]4[C:9](=[O:27])[N:8]([CH2:7][C:6]([CH3:28])([CH3:29])[CH2:5][C:4]([OH:30])=[O:3])[C:25](=[S:26])[N:11]4[C:12]=3[CH:13]=2)=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 962WaterHCID 116979914-[2-(4-Chloro-phenyl)-6-oxo-4-thioxo-6H-1-oxa-3b,5-diaza-cyclopenta[a]pentalen-5-yl]-3,3-dimethyl-butyric acid ethyl ester

Product 1

HCID 115678964-[2-(4-chloro-phenyl)-6-oxo-4-thioxo-6H-1-oxa-3b,5-diaza-cyclopenta[a]pentalen-5-yl]-3,3-dimethyl-butyric acidYield 83.4%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
90 °C

Procedure

Compound 10 (1.21 grams, 2.3 mmol) was dissolved in TFA (33 ml), water (11 ml) was added thereto, and the resulting mixture was heated at 90° C. for 16 hours. The product was filtered and washed with ethanol to give Compound 11 (800 mg, 83% yield) as an orange solid.

Workup

  1. filtrationThe product was filtered
  2. washwashed with ethanol

Sources & evidence

ORD record
ord-5da72067659847e4ac8958036437e9cb
Source dataset
uspto-grants-2010_09
Patent number
US07795255B2

Reaction notes

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