تفاعل #2028951

ord-c56fad1c13584068aaf3de48ed767f23

معادلة التفاعل

CC1(C)COc2c(F)c(F)c([N+](=O)[O-])c3c(=O)c(C(N)=O)cn1c23
10
CC1(C)COc2c(F)c(F)c([N+](=O)[O-])c3c(=O)c(C(N)=O)cn1c23
9,10-difluoro-3,3-dimethyl-8-nitro-7-oxo-3,7-dihydro-2H-(1,4)oxazino(2,3,4-ij)quinoline-6-carboxamide
O=S([O-])S(=O)[O-].[Na+].[Na+]
sodium hydrosulfite
CC1(C)COc2c(F)c(F)c(N)c3c(=O)c(C(N)=O)cn1c23
11
المردود 51.0%
CC1(C)COc2c(F)c(F)c(N)c3c(=O)c(C(N)=O)cn1c23
8-amino-9,10-difluoro-3,3-dimethyl-7-oxo-3,7-dihydro-2H-(1,4)oxazino(2,3,4-ij)quinoline-6-carboxamide
المردود 51.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwas added
  2. 2
    درجة الحرارةthe suspension was refluxed for 5 h until all starting material
  3. 3
    أخرىwas consumed
  4. 4
    ترشيحThe product was collected by filtration while the mixture
  5. 5
    غسيلwashed with warm water
  6. 6
    أخرىThe solid was dried under vacuum

الإجراء التجريبي

To a suspension of 10 (6.3 g, 18.6 mmol) in a mixture of water/methanol 1/1 v/v (160 mL), sodium hydrosulfite (19.4 g, 116 mmol) was added and the suspension was refluxed for 5 h until all starting material was consumed. The product was collected by filtration while the mixture was still hot and washed with warm water. The solid was dried under vacuum to give 11 (2.92 g, 51% yield).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08389514B2uspto-grants-2013_03