반응 #83197

반응 방정식

t-butyl nitrite

t-butyl nitrite

7-allyloxy-3-amino-1,2,4-benzotriazine- 1,4-dioxide

→

product 24

수율 38.0%

7-Allyloxy-1,2,4-benzotriazine 1,4-dioxide

수율 38.0%

용매

DMF

반응 조건

후처리

1. 1
   workup.WAITlightened appreciably in color over a period of a few minutes
2. 2
   기타chromatographed (10% EtOAc/CH2Cl2)
3. 3
   기타crystallized (CH2Cl2 /petroleum ether)

실험 절차

To a stirred solution of t-butyl nitrite (271 mg, 0.312 ml, 2.63 mmol) in DMF (15 ml) at 60°-65° C. was added 7-allyloxy-3-amino-1,2,4-benzotriazine- 1,4-dioxide 23 (205 mg, 0.875 mmol) in small portions over 5 min. After 30 min additional t-butyl nitrite (271 mg, 0.312 ml, 2.63 mmol) was added, and shortly thereafter the deep red solution effervesced and lightened appreciably in color over a period of a few minutes. After an additional 30 min the resultant orange solution was reduced under vacuum to a brown solid which was sequentially flash chromatographed (10% EtOAc/CH2Cl2) and crystallized (CH2Cl2 /petroleum ether) to give 72 mg (38% yield) of the product 24 as light orange crystals, mp 147°-148° C.

출처