Chemistry Reference
In-Depth Information
OCN
H
2
N
N
N
(CCl
3
O)
2
CO
N
N
Et
3
N, CH
2
Cl
2
, -20°C
SO
2
Me
SO
2
Me
437
438
H
2
N
OCN
(CCl
3
O)
2
CO
Me
Me
Me
Me
N
N
Et
3
N, CH
2
Cl
2
, -20°C
O
O
Me
Me
439
440
OCN
H
2
N
N
N
(CCl
3
O)
2
CO
N
N
N
N
Et
3
N, CH
2
Cl
2
, -20°C
441
442
Triphosgene has also been used to carbonylate benzo[1,3]dioxol-5-yl amine
443 [299] and 8
0
-amino-5
0
,6
0
-dihydro-5
0
-hydroxyspiro(1,3-dioxolane-2,7
0
(3
0
H)-
[1,5][3]hexene[1,5]diyno[1H-2]benzopyran)-3
0
-one 445 [60].
H
2
N
OCN
O
(CCl
3
O)
2
CO
O
O
Benzene, 3h, heating
O
47 %
443
444
O
O
O
O
NH
2
NCO
(CCl
3
O)
2
CO
O
O
O
CH
2
Cl
2
, Py, 0°C,rt
HO
Cl
O
445
446
Oxalyl chloride has been used as a phosgene substitute to prepare 4-fluorophenyl-
6-isocyanato-pyridazin-3-yl methanone 448 [301] and 5-trifluoromethylmercapto-2,4-
dichloro-6-isocyanato-pyrimidine 450 [302].