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Chemical Structure| 1189363-78-7 Chemical Structure| 1189363-78-7

Structure of 1189363-78-7

Chemical Structure| 1189363-78-7

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Product Details of [ 1189363-78-7 ]

CAS No. :1189363-78-7
Formula : C6H7ClN2O2
M.W : 174.59
SMILES Code : O=C(C1=NNC=C1Cl)OCC
MDL No. :MFCD23378482
InChI Key :IEARPPYKRNLUBY-UHFFFAOYSA-N
Pubchem ID :58119479

Safety of [ 1189363-78-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 1189363-78-7 ]

* 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 [ 1189363-78-7 ]

[ 1189363-78-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 5932-27-4 ]
  • [ 1189363-78-7 ]
YieldReaction ConditionsOperation in experiment
81% With N-chloro-succinimide; In N,N-dimethyl-formamide; at 20 - 45℃; for 18h; A 5 L flange flask fitted with an overhead stirrer, condenser and temperature probe was charged with lH-<strong>[5932-27-4]pyrazole-3-carboxylic acid ethyl ester</strong> (326 g, 2.33 mol) and N,N- dimethylformamide (1.86 L). The suspension was stirred and heated to 40 0C internal temperature under nitrogen causing the precipitate to dissolve. Once dissolved, solid N- chlorosuccinimide (nuCS) (342 g, 2.56 mol) was added portionwise (10-15 g portions) over 2 h, maintaining the reaction temperature < 45 0C. When all the nuCS had been added, the reaction was allowed to cool slowly to 20 0C over 16 h. Once complete consumption of starting material had been achieved, the reaction mixture was cooled to about 15 0C and then with vigorous stirring, water (1.9 L) was added over 10 minutes. The suspension was stirred for a further 20 min and then filtered through a sinter funnel under suction. The filter cake was carefully washed twice with water (2 x 750 mL) and then with heptanes (1 x 500 mL). The filter cake was air dried and then transferred to a vacuum oven and dried overnight (60 0C, 9 mBar). The title compound was isolated as an off-white solid (330 g, 1.89 mol, 81percent) containing an impurity, 4- chloro-lH-pyrazole-3-carboxylic acid methyl ester. 1H-NMR (400 MHz, OMSO-d6): delta 14.3 (bs, IH, minor tautomer), 13.8 (bs, IH, major tautomer), 7.95 (bs, IH, major tautomer), 7.77 (bs, IH, minor tautomer), 4.40-4.20 (m, 2H, overlapping tautomers), 3.40-3.25 (bs, methyl ester impurity), 1.40-1.20 (m, 3H, overlapping tautomers).
 

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