Reaction #4872

Reaction equation

ethyl (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(2-pyrrolidon-3-yl)oxyimino]acetate

sodium hydroxide

→

(Z)-2-(2-tritylaminothiazol-4-yl)-2-[(2-pyrrolidon-3-yl)oxyimino]acetic acid

Yield 75.1%

Solvents

methanol

Conditions

Workup

1. 1
   Temperaturethe mixture is refluxed for 30 minutes
2. 2
   Temperatureunder heating
3. 3
   TemperatureAfter cooling
4. 4
   Othercrystalline precipitates
5. 5
   Filtrationare collected by filtration
6. 6
   Washwashed with methanol
7. 7
   OtherCrystalline precipitates
8. 8
   Filtrationare collected by filtration
9. 9
   Otherdried

Procedure

16.0 g of ethyl (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(2-pyrrolidon-3-yl)oxyimino]acetate are added to a mixture of 160 ml of methanol and 30 ml of an aqueous 2N sodium hydroxide solution, and the mixture is refluxed for 30 minutes under heating. After cooling, crystalline precipitates are collected by filtration and washed with methanol. The crystals are suspended in 30 ml of water. Then, the suspension is adjusted to pH 3 with 2N hydrochloric acid. Crystalline precipitates are collected by filtration and dried. 11.4 g of (Z)-2-(2-tritylaminothiazol-4-yl)-2-[(2-pyrrolidon-3-yl)oxyimino]acetic acid are obtained.

Source