Chemistry Reference
In-Depth Information
O
R
H
NH
2
ClCOOEt
(CCl
3
O)
2
CO
1128
O
O
R
R
Temp
H
N
NH
COOEt
H
O
1130
1129
(H
2
C)
2
NN
R =
,
(H
2
C)
2
,
CH
2
CH
CH
3
OCH
3
O
R'
O
R"
R'
R"
(CCl
3
O)
2
CO
O
H
+
CH
H
2
N
CH
H
O
NH
2
1131
1132
1133
R'
R"
O
O
R'
R"
N
N
+
O
N
NH
2
1134
1135
R' = R" = Me
R' = R" = Et
R' = R" = -(CH
2
)
5
-
General procedure. 2-Methylene-3,3-disubstituted-oxazolo[2,3-b]quin-5(3H)-ones 1134
[805]: To a well-stirred and ice-cooled solution of an o-amino-N-(1,1-disubstituted-
propynyl)benzamide 1133 (5 mmol) in pyridine (15 mL) was added triphosgene
(5 mmol). The reaction mixture was allowed to warm to room temperature, then
slowly heated to reflux, and maintained under reflux for 6-8 h. After cooling
to room temperature, the excess pyridine was neutralized with 5% hydrochloric
