Trifluoroacetic acid → 4-(1,1,4-Trioxo-1,2,5-thiadiazolidin-2-ylmethyl)-benzoic acid 2-ethyl-butyl ester

HRID 1591985Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1591985
[CH2:1]([CH:3]([CH2:34][CH3:35])[CH2:4][O:5][C:6](=[O:33])[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][N:14]2[CH2:18][C:17](=[O:19])[N:16](CC3C=CC(OC)=CC=3OC)[S:15]2(=[O:32])=[O:31])=[CH:9][CH:8]=1)[CH3:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:34]([CH:3]([CH2:1][CH3:2])[CH2:4][O:5][C:6](=[O:33])[C:7]1[CH:8]=[CH:9][C:10]([CH2:13][N:14]2[CH2:18][C:17](=[O:19])[NH:16][S:15]2(=[O:31])=[O:32])=[CH:11][CH:12]=1)[CH3:35]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 671388714-[5-(2,4-Dimethoxy-benzyl)-1,1,4-trioxo1,2,5-thiadiazolidin-2-ylmethyl]-benzoic acid 2-ethyl-butyl ester

Produkt 1

HCID 102155084-(1,1,4-Trioxo-1,2,5-thiadiazolidin-2-ylmethyl)-benzoic acid 2-ethyl-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of the title C compound, 4-[5-(2,4-dimethoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl]-benzoic acid 2-ethyl-butyl ester (230 mg, 0.456 mmol) and 2 mL of TFA in 6 mL of CH2Cl2 is stirred at RT overnight. The solvent is evaporated and the residue is treated with MeCN and filtered. The filtrate is concentrated and the residue is treated with Et2O, filtered and the Et2O is evaporated to give 4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl)-benzoic acid 2-ethyl-butyl ester as a light pink colored solid: [M−H]−=353.

Aufarbeitung

  1. customThe solvent is evaporated
  2. additionthe residue is treated with MeCN
  3. filtrationfiltered
  4. concentrationThe filtrate is concentrated
  5. additionthe residue is treated with Et2O
  6. filtrationfiltered
  7. customthe Et2O is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-20e2fd054a0c4b9db4b5aba5756520fc
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07291635B2

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