InChI
1S/C8H5NO3/c10-6-9-8(11)12-7-4-2-1-3-5-7/h1-5H
SMILES string
O=C=NC(=O)Oc1ccccc1
InChI key
FSZKLYCUEQGCKW-UHFFFAOYSA-N
assay
97%
refractive index
n20/D 1.516 (lit.)
bp
100 °C/15 mmHg (lit.)
density
1.233 g/mL at 25 °C (lit.)
storage temp.
−20°C
General description
Phenyl isocyanatoformate, also known as phenyl carbonisocyanatidate, is an organic building block containing an isocyanate group. It participates in the preparation of resin-bound 1,7-disubstituted-1,3,5-triazepane-2,4-dione.
Application
Phenyl isocyanatoformate may be used in the synthesis of 8-(β-D-2′-deoxy-3′,5′-bis(4-toluoyloxy)ribofuranosyl)-imidazo[1,2-a]-1,3,5-triazine-2(8H),4(3H)-dione and 1,3,5-benzotriazepine-2,4-diones.
signalword
Danger
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
target_organs
Respiratory system
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
210.2 °F - closed cup
flash_point_c
99 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
P Rao et al.
The Journal of organic chemistry, 66(15), 5012-5015 (2001-07-21)
A concise route is described to prepare the 5-aza-7-deazapurine 2'-deoxyriboside (4), which presents the puADA hydrogen-bonding pattern, analogous to the hydrogen-bonding pattern presented by 2'-deoxyxanthosine (2). The route begins with the commercially available 1-alpha-chloro-2-deoxy-3-5-bistoluoyloxyribofuranose (10), which proves to be a
Synthesis of a 1, 3, 5-benzotriazepine-2,4-dione based library.
Chuckowree I, et al.
Tetrahedron Letters, 53(28), 3607-3611 (2012)
Y Yu et al.
Organic letters, 3(18), 2797-2799 (2001-09-01)
[reaction: see text]. The solid-phase synthesis of 1,7-disubstituted-1,3,5-triazepane-2,4-diones from resin-bound amino acids is described. The exhaustive reduction of solid-support bound amides with borane afforded the requisite secondary amines, which following treatment with phenyl isocyanatoformate and cleavage, provided the corresponding triazepane-2,4-diones.
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