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[ CAS No. 33977-38-7 ] {[proInfo.proName]}

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Chemical Structure| 33977-38-7
Chemical Structure| 33977-38-7
Structure of 33977-38-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 33977-38-7 ]

CAS No. :33977-38-7 MDL No. :MFCD06212563
Formula : C4H10BrN Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 152.03 Pubchem ID :-
Synonyms :

Safety of [ 33977-38-7 ]

Signal Word:Danger Class:8,6.1
Precautionary Statements:P261-P280-P305+P351+P338-P310 UN#:2922
Hazard Statements:H301+H311+H331-H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 33977-38-7 ]

* 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.

  • Upstream synthesis route of [ 33977-38-7 ]
  • Downstream synthetic route of [ 33977-38-7 ]

[ 33977-38-7 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 33977-38-7 ]
  • [ 124-63-0 ]
  • [ 37441-50-2 ]
YieldReaction ConditionsOperation in experiment
74%
Stage #1: With triethylamine In tetrahydrofuran at 0 - 20℃; for 3 h;
Stage #2: With n-butyllithium; 1,10-Phenanthroline; diisopropylamine In tetrahydrofuran at -30 - 0℃; for 7 h;
Step 1
3-Bromopropylamine-HBr salt (4.4 g; 0.02 moles) in tetrahydrofuran 43 ml were placed in a three neck round bottom flask under nitrogen.Two dropping funnels were fitted to the flask.One charged with triethylamine (2.02 g; 0.02 moles) and the other charged with methanesulfonyl chloride in 4 ml tetrahydrofuran.The reaction mixture was cooled to 0° C. and the contents of the two dropping funnels were added at the same rate during a 2 h period, while maintaining the internal temperature between 0-10° C.
After addition, the resulting white suspension was kept 1 h at room temperature and then filtered.The filtrate and cake rinse were collected in a 100 ml round bottom flask under nitrogen.Diisopropylamine (4.05 g; 0.04 moles) and 1,10-phenantroline (4.1 mg) were added, and the mixture cooled to -30° C.
To this reaction mixture was added dropwise n-BuLi 1.6 M (25 ml; 0.04 moles) during a 4 h period while maintaining the internal temperature at -20°-(-30°)C.
The reaction mixture became deep brown after the addition of the first 1.25 equivalent of n-BuLi and the color remained after the addition was completed.The reaction was warmed to 0° C. and monitored by 1H NMR using small aliquots which were partitioned between ethyl acetate and saturated solution of NH4Cl.
After 3 h, saturated solution of NH4Cl (12 ml) was added slowly at 0° C. followed by brine (12 ml).The phases were partitioned and the aqueous phase extracted with 20 ml ethyl acetate.The organic phases were combined, washed with 4 ml brine and concentrated in vacuo to about 12 ml.The concentrated solution was cooled to 0° C. for 12 hours and filtered to yield 2 g (74percent) of (1,2)thiazinane-1,1-dioxide as pale yellow needles; m/z 136.
Reference: [1] Patent: US2004/77646, 2004, A1, . Location in patent: Page 107
  • 2
  • [ 33977-38-7 ]
  • [ 24424-99-5 ]
  • [ 164365-88-2 ]
Reference: [1] Inorganic Chemistry, 2011, vol. 50, # 14, p. 6472 - 6481
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