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417459

Sigma-Aldrich

N-Methyl-1-(methylthio)-2-nitroethenamine

98%

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About This Item

Linear Formula:
O2NCH=C(SCH3)NHCH3
CAS Number:
61832-41-5
Molecular Weight:
148.18
EC Number:
263-266-9
MDL number:
MFCD00040994
UNSPSC Code:
12352100
PubChem Substance ID:
24866151
NACRES:
NA.22

assay

98%

form

solid

mp

112-118 °C (lit.)

functional group

amine
nitro
thioether

SMILES string

CN\C(SC)=C/[N+]([O-])=O

InChI

1S/C4H8N2O2S/c1-5-4(9-2)3-6(7)8/h3,5H,1-2H3/b4-3+

InChI key

YQFHPXZGXNYYLD-ONEGZZNKSA-N

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Application

(E) N-methyl-1-(methylthio)-2-nitroethenamine) (NMSM) may be used for the following syntheses:
  • pyrano[2,3-c]pyrazol-6-amines
  • 6-methoxy-N-methyl-3-nitro-4-nitromethyl-4H-chromen-2-amine

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
11830AS
03614MF

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Selvaraj Kanchithalaivan et al.
ACS combinatorial science, 15(12), 631-638 (2013-10-24)
An efficient one-pot four-component domino protocol for the combinatorial synthesis of novel 1,4-dihydropyrano[2,3-c]pyrazol-6-amines has been achieved. This transformation presumably occurs via cyclization-Knoevenagel condensation-Michael addition-tautomerism-intramolecular O-cyclization-elimination sequence of reactions. The significant features of this reaction include expedient one-pot process, short reaction
6-Methoxy-N-methyl-3-nitro-4-nitromethyl-4H-chromen-2-amine.
Muthukumaran J, et al.
Acta Crystallographica Section E, Structure Reports Online, 67(5), 1276-1277 (2011)

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