| Identification | More | [Name]
IMIDAZOLE-1-SULFONIC ACID DIMETHYL AMINE | [CAS]
78162-58-0 | [Synonyms]
1-(DIMETHYLSULFAMOYL)IMIDAZOLE
IMIDAZOLE-1-SULFONIC ACID DIMETHYL AMINE
N,N-DIMETHYL IMIDAZOLE-1-SULFONAMIDE
N,N-Dimethyl-1H-imidazole-1-sulphonamide | [Molecular Formula]
C5H9N3O2S | [MDL Number]
MFCD00955713 | [Molecular Weight]
175.21 | [MOL File]
78162-58-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
48-51 °C (lit.) | [Boiling point ]
83-87 °C(Press: 0.6 Torr) | [density ]
1.35±0.1 g/cm3(Predicted) | [Fp ]
230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
2.41±0.10(Predicted) | [color ]
Pale Yellow | [InChI]
InChI=1S/C5H9N3O2S/c1-7(2)11(9,10)8-4-3-6-5-8/h3-5H,1-2H3 | [InChIKey]
YRRWNBMOJMMXQY-UHFFFAOYSA-N | [SMILES]
C1N(S(N(C)C)(=O)=O)C=CN=1 | [CAS DataBase Reference]
78162-58-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Harmful | [HazardClass ]
IRRITANT | [HS Code ]
2933299090 |
| Hazard Information | Back Directory | [Chemical Properties]
IMIDAZOLE-1-SULFONIC ACID DIMETHYL AMINE is Yellow Semi-Solid
| [Uses]
IMIDAZOLE-1-SULFONIC ACID DIMETHYL AMINE is an Imidazole (I350200) derivative, used in the preparation of Histamine H3 Receptor Agonists and druglike angiotensin II compounds with affinity for the AT2 r eceptor.
| [General Description]
1-(Dimethylsulfamoyl)imidazole is an imidazole derivative. | [Synthesis]
The general procedure for the synthesis of N,N-dimethylimidazole-1-sulfonamide from imidazole and N,N-dimethylaminosulfonyl chloride is as follows: with reference to Example 7-1 N,N-dimethyl-1H-imidazole-1-sulfonamide, imidazole (5.00 g, 73.6 mmol) was dissolved in toluene (80 ml), followed by the addition of triethylamine (9.52 ml, 68.4 mmol) and N,N-dimethylaminosulfonyl chloride (6.77 ml, 63.3 mmol). The reaction mixture was stirred at room temperature for 8 hours. After completion of the reaction, the precipitate was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting residue was subjected to azeotropic distillation with hexane to give the final N,N-dimethylimidazole-1-sulfonamide (10.9 g, 98% yield). The product was characterized by 1H NMR (CDCl3, 400 MHz) with δ-values of 7.87 (s, 1H), 7.23 (d, 1H, J = 1.4 Hz), 7.11 (d, 1H, J = 1.4 Hz), 2.82 (s, 6H). | [References]
[1] Patent: EP1647546, 2006, A1. Location in patent: Page/Page column 30
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984, # 3, p. 481 - 486
[3] Organic Letters, 2005, vol. 7, # 5, p. 929 - 931
[4] Tetrahedron, 2007, vol. 63, # 4, p. 947 - 952
[5] Journal of the Iranian Chemical Society, 2012, vol. 9, # 6, p. 951 - 955 |
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