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N-methylisatoic anhydride

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N-methylisatoic anhydride Basic information

Product Name:
N-methylisatoic anhydride
Synonyms:
  • N-methyl isotoic anhydride
  • Isatoic anhydride, N-Methyl-
  • N-Methylisatioc anhydride
  • 1-methyl-1H-benzo[d][1,3]oxazine-2,4-dione
  • 1-Methyl-1,2-dihydro-4H-3,1-benzoxazine-2,4-dione
  • 1-Methyl-1H-3,1-benzoxazine-2,4-dione
  • 1-Methyl-4H-3,1-benzoxazine-2(1H),4-dione
  • N-Methylisatoic anhydride,90%,tech.
CAS:
10328-92-4
MF:
C9H7NO3
MW:
177.16
EINECS:
233-714-8
Product Categories:
  • Monomers
  • Polymer Science
  • pharmacetical
  • Anhydride Monomers
Mol File:
10328-92-4.mol
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N-methylisatoic anhydride Chemical Properties

Melting point:
165 °C (dec.)(lit.)
Boiling point:
309.06°C (rough estimate)
Density 
1.3312 (rough estimate)
vapor density 
6.1 (vs air)
refractive index 
1.5200 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Soluble in DMSO
form 
Solid
pka
-2.24±0.20(Predicted)
color 
White to yellow
Sensitive 
Moisture Sensitive
CAS DataBase Reference
10328-92-4(CAS DataBase Reference)
EPA Substance Registry System
2H-3,1-Benzoxazine-2,4(1H)-dione, 1-methyl- (10328-92-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
RTECS 
DM3140000
TSCA 
Yes
HS Code 
2934.99.4400

MSDS

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N-methylisatoic anhydride Usage And Synthesis

Chemical Properties

brownish chunks

Uses

N-Methylisatoic anhydride is a 2'-OH selective acylation agent of RNAs, and is widely used for resolving secondary RNA structures using the SHAPE (Selective 2'-Hydroxyl Acylation Analyzed by Primer Extension) technology.

Definition

ChEBI: N-methylisatoic anhydride is a 3,1-benzoxazin-1,4-dione having an N-methyl substituent.

Application

N-Methylisatoic anhydride was first condensed with ethanolamine to give N-(2-hydroxyethyl)-2-methylaminobenzamide. Cyclization of the latter with ethyl pyruvate gave quinazoline derivatives which, upon hydrolysis and dehydrative cyclization with l-methyl-2-chloropyridinium iodide, afforded the l,4-oxazines[3,4-]quinazoline.

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