تفاعل #1771291

معادلة التفاعل

KBr

18

2,7-Bis(bromomethyl)-5,10-dihydroxypyrimido[4,5-g]quinazoline-4,9(3H,8H)-dione

dichlorodicyanobenzoquinone

n-butanol acetic acid water

→

2,7-Bis(bromomethyl)pyrimido[4,5-g]quinazoline-4,5,9,10(3H,8H)-tetrone

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   workup.WAITthe reaction left
2. 2
   ترشيحThe solids were filtered off
3. 3
   غسيلwashed with methanol
4. 4
   أخرىdried
5. 5
   أخرىto afford pure 19
6. 6
   أخرى95 mg (91%) yield

الإجراء التجريبي

To 105 mg (0.244 mmol) of 18 suspended in 15 mL of dry methanol, was added 61 mg (0.268 mmol) of dichlorodicyanobenzoquinone (DDQ) and the reaction left to stir at room temperature for 1 hour. The solids were filtered off, washed with methanol, and dried to afford pure 19: 95 mg (91%) yield; dec pt 274°-275° C.; TLC (n-butanol/acetic acid/water [5:2:3]), Rf =0.46; IR (KBr pellet) 3062, 3040, 2990, 2933, 1713, 1645, 1576, 1547, 1480, 1142 cm-1 ; 1H NMR (dimethyl-d6 sulfoxide) δ4.45 (4H, s, methylenes); mass spectrum (EI, solids probe), m/z 428, 430, and 432 (P+ for the 79Br, 79Br; 79Br, 81Br, 81Br, 81Br combinations, respectively, in an intensity ratio of 1:2:1). Anal. Calcd for C12H6Br2N4O4 ; C, 33.52; H, 1.41; N, 13.03. Found: C, 33.89; H, 1.31; N, 12.50.

المصدر