1
280
Can. J. Chem. Vol. 88, 2010
of water (54 mL, 3.0 mol) in concd sulfuric acid (620 mL)
was added. The heterogenous mixture was vigorously stirred
for 6 h at 45–50 8C as HCl evolved, and then stirred over-
night at 25 8C to ensure complete reaction of PCMM at the
expense of a decreased yield of chlorocarbonylsulfenyl
chloride (CCSC), which can hydrolyze. The upper phase
Lucknow, India, for providing all laboratory facilities and fi-
nancial support, which enabled the present work to be com-
pleted successfully.
References
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(
280 g, 80%) was separated and distilled through a column,
2
1
bp 98–101 8C (lit., bp 98 8C) to yield 230 g (65%) of the
clear light yellow liquid of CCSC (65%).
(
2) Yanagi, A.; Watanabe, Y.; Narabu, S.-i. Process for the Pre-
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General procedure for the preparation of N,N-
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(
(
(
(
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(
RT), the dark green liquid was chlorinated with chlorine
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2
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1
00 mL capacity distillation flask and distilled under re-
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(
(
(
(
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0%–86%. Retention times in GLC as compared with the
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2
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9
Conclusion
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The present method describes a simple, efficient one-pot
method for the synthesis of commercially important N,N-
disubstituted carbamoyl chlorides from the corresponding
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negligible byproducts, and cleaner reaction profiles make it
a useful and attractive process for synthesis. The generalized
and simple product-isolation procedures play an important
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commercial synthesis for a group of compounds that are
used to make important intermediates for the synthesis of a
large number of commercially important products. This is an
improvement over the phosgenation method being used at
present.
1
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0
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Acknowledgements
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The authors gratefully acknowledge the Centre for Bio-
medical Magnetic Resonance (CBMR), the Sanjay Gandhi
Post Graduate Institute of Medical Sciences (SGPGI), Luck-
now, India, for NMR spectra, and the Central Drug Research
Institute (CDRI), Lucknow, India, for IR spectra. One of the
authors (K. Adeppa) is grateful to India Pesticides Limited,
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