تفاعل #213874

معادلة التفاعل

methyl ester

3-Carbomethoxymethyl-4-oxo-5-phthalimido-1,3-thiazine

tetrahydrofuran

hydrochloric acid

→

3-Carboxymethyl-4-oxo-5-phthalimido-1,3-thiazine

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe solution was cooled
2. 2
   workup.ADDITIONdiluted with 5 ml
3. 3
   استخلاصof water and then extracted four times with a total of 15 ml
4. 4
   تجفيفThe organic phase was dried over sodium sulfate
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىThe resulting residue was triturated with dichloromethane and crystals
7. 7
   أخرىformed
8. 8
   غسيلwhich were washed with dichloromethane
9. 9
   أخرىdried
10. 10
    أخرىto give 10.1 mg
11. 11
    تركيزThe mother liquor on concentration in vacuo
12. 12
    أخرىalso crystallized
13. 13
    أخرىto give 13.3 mg

الإجراء التجريبي

A 24 mg. (0.07 mmole) sample of the methyl ester product obtained in Step A. above, in a solution of 1.5 ml. of tetrahydrofuran, 0.5 ml. of water, and 0.25 ml. of concentrated hydrochloric acid, was refluxed under nitrogen for 3.5 hrs. The solution was cooled and diluted with 5 ml. of water and then extracted four times with a total of 15 ml. of dichloromethane. The organic phase was dried over sodium sulfate and concentrated in vacuo. The resulting residue was triturated with dichloromethane and crystals formed, which were washed with dichloromethane and dried to give 10.1 mg. of product having a m.p. of 227°-228° C. The mother liquor on concentration in vacuo also crystallized to give 13.3 mg. of product.

المصدر