تفاعل #46394

ord-cececc1be3b44a75bbe302f258543598

معادلة التفاعل

Nc1ccc2c(c1C(=O)O)CCS2(=O)=O
5-amino-1,1-dioxo-2,3-dihydro-1H-1λ6-benzo[b]-thiophene-4-carboxylic acid
NC=O
formamide
O
water
O=c1[nH]cnc2ccc3c(c12)CCS3(=O)=O
desired compound
المردود 48.6%
O=c1[nH]cnc2ccc3c(c12)CCS3(=O)=O
3,3-dioxo-1,2,3,8-tetrahydro-3λ6-thia-6,8-diazacyclopenta-[a]naphthalen-9-one
المردود 48.6%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىreacted in a microwave at 150° C.
  2. 2
    أخرىDuring the reaction
  3. 3
    ترشيحThe precipitated solid was filtered off with suction
  4. 4
    غسيلwashed successively with water and diethyl ether
  5. 5
    أخرىdried in vacuo overnight

الإجراء التجريبي

0.87 g (3.83 mmol) of 5-amino-1,1-dioxo-2,3-dihydro-1H-1λ6-benzo[b]-thiophene-4-carboxylic acid was suspended in 2.0 ml of N,N-dimethyl-formamide and, after addition of 0.76 ml (19.14 mmol) of formamide, reacted in a microwave at 150° C. and 60 W for 40 min. During the reaction, the pressure in the microwave rose to 20 bar. The reaction mixture was then added to water. The precipitated solid was filtered off with suction and washed successively with water and diethyl ether and dried in vacuo overnight. 440 mg of the desired compound were obtained.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07741333B2uspto-grants-2010_06