تفاعل #339107

ord-edb1e9fb023140cda37768f2d9730a17

معادلة التفاعل

Cc1cc(Cl)cc2c(=O)oc(=O)[nH]c12
6-chloro-8-methyl-1H-benzo[d]-1,3-oxazine-2,4-dione
COC(=O)NN
methyl carbazate
CO
methanol
COC(=O)NNC(=O)c1cc(Cl)cc(C)c1N
N-(2-amino-5-chloro-3-methylbenzoyl)-N′-methoxycarbonylhydrazine
المردود 60.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    درجة الحرارةto reflux for 3 hours
  3. 3
    درجة الحرارةto cool to around room temperature
  4. 4
    استخلاصthe mixture was extracted with ethyl acetate three times
  5. 5
    تركيزThe resulting organic layer was concentrated under reduced pressure
  6. 6
    غسيلthe residue was washed with toluene

الإجراء التجريبي

A mixture of 1.05 g of 6-chloro-8-methyl-1H-benzo[d]-1,3-oxazine-2,4-dione, 0.46 g of methyl carbazate and 20 ml of methanol was heated to reflux for 3 hours. After the reaction mixture was allowed to cool to around room temperature, water was poured thereto and the mixture was extracted with ethyl acetate three times. The resulting organic layer was concentrated under reduced pressure, and the residue was washed with toluene to obtain 0.77 g of N-(2-amino-5-chloro-3-methylbenzoyl)-N′-methoxycarbonylhydrazine of the formula:

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07867949B2uspto-grants-2011_01