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Chemical Structure| 93765-68-5 Chemical Structure| 93765-68-5

Structure of 93765-68-5

Chemical Structure| 93765-68-5

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Product Details of [ 93765-68-5 ]

CAS No. :93765-68-5
Formula : C6H10ClNO3
M.W : 179.60
SMILES Code : O=C(N1CCOCC1)OCCl
MDL No. :MFCD20627473
InChI Key :LHXLWSDJXYETLZ-UHFFFAOYSA-N
Pubchem ID :23371992

Safety of [ 93765-68-5 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H315-H318-H335
Precautionary Statements:P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P330-P332+P313-P362-P403+P233-P405-P501
Class:8
UN#:1760
Packing Group:

Application In Synthesis of [ 93765-68-5 ]

* 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 [ 93765-68-5 ]

[ 93765-68-5 ] Synthesis Path-Downstream   1~16

  • 1
  • [ 110-91-8 ]
  • [ 22128-62-7 ]
  • [ 93765-68-5 ]
YieldReaction ConditionsOperation in experiment
With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20℃; for 1.58333h; A solution of amine (24 mmol), DIEA (30 mmol), and DMAP (5 mmol) in methylene chloride (5 mL) was added to a cold (0 C.) solution of chloromethyl chloroformate (25 mmol) in methylene chloride Was added dropwise. The solution was warmed to room temperature over 1.5 hours. The solution was diluted in ethyl acetate (100 mL) and washed with saturated sodium bicarbonate, 1 M HCl, and saturated sodium chloride. It was then dried over magnesium sulfate, filtered and evaporated to give the desired chloromethyl carbamate.
  • 2
  • [ 93765-68-5 ]
  • [ 872700-69-1 ]
  • 3
  • [ 93765-68-5 ]
  • morpholine-4-carboxylic acid 4-pyridin-2-yl-[1,2,3]triazol-1-ylmethyl ester [ No CAS ]
  • 4
  • [ 93765-68-5 ]
  • [ 872700-82-8 ]
  • 5
  • [ 93765-68-5 ]
  • morpholine-4-carboxylic acid 4-diethoxymethyl-[1,2,3]triazol-1-ylmethyl ester [ No CAS ]
  • 6
  • [ 93765-68-5 ]
  • [ 872700-81-7 ]
  • 7
  • [ 93765-68-5 ]
  • [ 872700-88-4 ]
  • 8
  • [ 93765-68-5 ]
  • morpholine-4-carboxylic acid 4-(4-cyano-phenyl)-[1,2,3]triazol-1-ylmethyl ester [ No CAS ]
  • 9
  • [ 93765-68-5 ]
  • morpholine-4-carboxylic acid 4-(4-amino-phenyl)-[1,2,3]triazol-1-ylmethyl ester [ No CAS ]
  • 10
  • [ 93765-68-5 ]
  • morpholine-4-carboxylic acid 4-(2-nitro-phenyl)-[1,2,3]triazol-1-ylmethyl ester [ No CAS ]
  • 11
  • [ 93765-68-5 ]
  • morpholine-4-carboxylic acid 4-(1-hydroxy-cyclohexyl)-[1,2,3]triazol-1-ylmethyl ester [ No CAS ]
  • 12
  • [ 93765-68-5 ]
  • [ 872700-84-0 ]
  • 13
  • [ 93765-68-5 ]
  • [ 872700-86-2 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; at 20℃; General procedure: Procedure D [00315] The appropriate chloro formate (1.2 equiv) is added slowly to the appropriate amine or ammonium salt (1 equiv) and Et3N (3 equiv) in DCM (0.2 M). The reaction is stirred at rt for 2-3 h. A small amount of 10% HC1 is added, the solution is passed through a phase separator column, and the solution is concentrated. Alternatively on larger scale, the layers are separated in a separatory funnel, the organic layer dried with Na2S04 and concentrated. The resulting carbamate is used without further purification. In Procedure D, R and R' with the linking Nitrogen form "A-Rs" as defined Formula I.
  • 15
  • [ 93765-68-5 ]
  • [ 1402915-04-1 ]
YieldReaction ConditionsOperation in experiment
80% With sodium bromide; In acetone; at 60℃; for 24.0h;Product distribution / selectivity; Scheme 26: Synthesis of bromomethyl morpholine-4-carboxylateProcedure:Chloromethyl morpholine-4-carboxylate [285] (0.3 g, 1.67 mmol, 1.0 eq) and sodium bromide (0.86 g, 8.3 mmol, 5.0 eq) was taken in acetone (10ml). The reaction was refluxed at 60C for 24 h. Reaction progress was monitored by TLC^H NMR. The reaction was filtered off and filtrate was evaporated to dryness under reduced pressure to yield light brown gel, bromomethyl morpholine-4-carboxylate[286] (0.30 g, 80%) H NMR (CDCI3): δ ppm 5.92 (s, 2H), 3.72 (t, 4H), 3.54 6(t, 4H)s
With sodium bromide; In [(2)H6]acetone; Example 2 Chloromethyl morpholine-4-carboxylate [17] (0.3 g, 1.67 mmol, 1.0 eq) and sodium bromide (0.86 g, 8.3 mmol, 5.0 eq) was taken in acetone (10 ml). The reaction was refluxed at 60 C. for 24 h. Reaction progress was monitored by TLC/1H NMR. The reaction was filtered off and filtrate was evaporated to dryness under reduced pressure to yield light brown gel, bromomethyl morpholine-4-carboxylate [18] (0.30 g, 80%) 1H NMR (CDCl3): δ ppm 5.92 (s, 2H), 3.72 (t, 4H), 3.54 δ(t, 4H) s
In acetonitrile; Example 3 Procedure: Chloromethyl morpholine-4-carboxylate [19] (0.3 g, 1.67 mmol, 1.0 eq) and lithium bromide (0.72 g, 8.3 mmol, 5.0 eq) was taken in acetonitrile (10 ml). The reaction was refluxed at 90 C. for 30 h. Reaction progress was monitored by TLC/1H NMR. The reaction was filtered off and filtrate was evaporated to dryness under reduced pressure to yield light brown gel, bromomethyl morpholine-4-carboxylate [20] (0.30 g, 80%) 1H NMR (CDCl3): δ ppm 5.92 (s, 2H), 3.72 (t, 4H), 3.54 (t, 4H)
  • 16
  • [ 93765-68-5 ]
  • [ 147127-20-6 ]
  • C21H32N7O10P [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃; for 72.0h; Anhydrous PMPA (0.3 g, 1 mmol) and DIEA (1 mL, 6 mmol) were placed in anhydrous DMF (2 mL). Chloromethyl morpholinocarbamate (3 mmol) was then added and then the suspension was stirred at room temperature for 3 days. The reaction was partitioned between CH 2 Cl 2 / isopropanol and 0.1 M citrate buffer (pH 6). The CH 2 Cl 2 layer was washed with water, dried over magnesium sulfate, filtered and concentrated on a rotary evaporator. The residue was taken up in methylene chloride and applied to a silica gel column (5 g, SiO 2). This was eluted with 25 mL of isopropanol in 0, 3, 6, 9, 12, 15, 18% (v / v) methylene chloride and then 21%, 100 mL of isopropanol in methylene chloride. Appropriate fractions were pooled and evaporated to give the desired product.
 

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[ 93765-68-5 ]

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