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Chemical Structure| 16849-88-0 Chemical Structure| 16849-88-0

Structure of 16849-88-0

Chemical Structure| 16849-88-0

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Product Details of [ 16849-88-0 ]

CAS No. :16849-88-0
Formula : C6H7N3
M.W : 121.14
SMILES Code : N#CC(C#N)=CN(C)C
MDL No. :MFCD00001853
InChI Key :LBUDLOYYNHQKQI-UHFFFAOYSA-N
Pubchem ID :28111

Safety of [ 16849-88-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H311-H331
Precautionary Statements:P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of [ 16849-88-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 16849-88-0 ]

[ 16849-88-0 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 16849-88-0 ]
  • [ 143-37-3 ]
  • [ 698-29-3 ]
YieldReaction ConditionsOperation in experiment
In methanol; at 20 - 25℃; for 15.0833h;Product distribution / selectivity; Embodiment 1 DMF (28.71 g, 392.80 mmol) was introduced into a 1000 mL three-necked bottle, it was heated to 70C, and dimethyl sulphate (49.49 g, 392.80 mmol) was slowly added dropwise therein, then it was reacted for 3.5 h at this temperature and cooled to ? -5C (internal temperature) thereafter; then 200 mL of methanol solution of sodium methylate (21.21 g, 392.80 mmol) was slowly added dropwise therein (with such an addition speed that it maintained the internal temperature < -5C); after that, it was reacted at the temperature for 5 min and then malononitrile (25.44 g, 385.10 mmol) was slowly added dropwise therein (with such an addition speed that it maintained the internal temperature < -5C); then it was stirred at the temperature for 30 min and then added therein 220 mL of methanol solution of ethanamidine ( 24.59 g, 423.61 mmol), it was stirred for 5 min, and reacted at the normal temperature 20C (20C to 25C) for 15 h; and after having completed the reaction, it was stirred for 1 h in an ice bath, then it was filtered, washed with cold methanol, and vacuum dried (50C, 2 h, - 0.1 MPa) to obtain 36.70 g of white solid, with a yield of 71.11%. 1H-NMR(DMSO, 400 MHz): 8.588(5, 1H), 1.770(br s, 2H), 2.368(5, 1H),13C- MR(CDC13, 400 MHz): 170.534, 162.797, 151.545, 116.125, 87.138.
  • 2
  • [ 16849-88-0 ]
  • [ 124-42-5 ]
  • [ 698-29-3 ]
YieldReaction ConditionsOperation in experiment
65% With sodium methylate; In methanol; at 0℃; for 0.333333h;Product distribution / selectivity; Sodium methoxide solution (26.5 g, 0.49 mol) in methanol (400 mL) was cooled down to 0C. After acetamidine hydrochloride (46.3 g, 0.49 mol) was added in portions, the mixture was stirred at 0C for 20mins and then filtrated. The filtrate was poured into the above oily product and stirred at 25C for 12 hours. The produced mixture was filtrated, washed with methanol (3x20 mL) and dried under vacuum (50C, 2 hours, -O.lMPa) to obtain 51.8 g white solid with 65% yield (based on cyanoacetamide) and 99% purity (GC).1H-NMR (DMSO, 400MHz): 8.59 (s, 1H), 1.78 (br s, 2H), 2.37 (s, 1H), 13C-NMR (DMSO, 400MHz): 170.5, 162.8, 151.5, 116.1, 87.1.m/z (GC-MS), 134 (M+), 94, 66
  • 3
  • ethanimidamide hydrochloride [ No CAS ]
  • [ 16849-88-0 ]
  • [ 698-29-3 ]
YieldReaction ConditionsOperation in experiment
97% [0266] To an ice-cooled solution of sodium methoxide (15.9 g, 294 mmol) in methanol (150 mL) was added acetamidine hydrochloride (27.9 g, 292 mmol). The reaction mixture was stirred for 10 mm and quickly filtered from precipitated sodium chloride. To the cooled filtrate was added a solution of 2-((dimethylamino)methylene)malononitrile (32.4 g, 223 mmol) in methanol (100 mL) over a period of 30 mm. After stirring for 12 hrs at room temperature, the mixture was cooled to 0 C, and the precipitate was collected by filtration and dried to afford 29 g of 4-amino-2-methylpyrimidine-5-carbonitrile (97 %).
 

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