3019-71-4 Usage
Chemical Properties
clear colorless to slightly yellow liquid
Uses
Trichloroacetyl isocyanate was used in catalytic one-pot dehydrative glycosylation of 1-hydroxy carbohydrate. It was also used as a reagent for the conversion of alcohols to carbamates.
Application
Trichloroacetyl Isocyanate is used as an in situ derivatizing reagent for characterization of alcohols, glycols, phenols, and amines by nuclear magnetic resonance (NMR).It has been reported in the literature that it can be used for the preparation of cefuroxime axetil.
Preparation
Trichloroacetyl isocyanate can be obtained by reacting 2,2,2-trichloroacetamide with oxalyl chloride. Procedure: A reaction mixture of 2,2,2-trichloroacetamide (100 g, 616 mmol, 1.0 eq) in (COCl)2 (725 g, 5.71 mol, 500 mL, 9.28 eq) was heated to 70°C for 24 hours. The reaction mixture was concentrated under vacuum. To the mixture was added 1,2,4-trichlorobenzene (500 mL) and (COCl)2 (116 g, 914 mmol, 80 mL, 1.48 eq). The reaction mixture was stirred at 100°C for 5 hours. Heat to 125°C for 15 hours. The mixture was then heated to 140°C for 5 hours. The reaction mixture was distilled under water pump (72°C-76°C fractions) to give trichloroacetyl isocyanate (60 g, 319 mmol, 52% yield) as a colorless oil.
General Description
Conformational stability and vibrational IR and Raman spectra of trichloroacetyl isocyanate has been investigated. Trichloroacetyl isocyanate is commonly employed as in situ derivatizing reagent for the 13C NMR studies of alcohols, phenols and amines. It undergoes 1,5-cycloaddition reaction with anhydro-2-deoxy-D-erythro- and -L-threo-pent-1-enitols and 1,5-anhydro-2-deoxy-D- and -L-arabino-hex-1-enitols to yield [2+2] and [4+2] cycloadducts.
Check Digit Verification of cas no
The CAS Registry Mumber 3019-71-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,1 and 9 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 3019-71:
(6*3)+(5*0)+(4*1)+(3*9)+(2*7)+(1*1)=64
64 % 10 = 4
So 3019-71-4 is a valid CAS Registry Number.
InChI:InChI=1/C3Cl3NO2/c4-3(5,6)2(9)7-1-8
3019-71-4Relevant articles and documents
KRAS G12C INHIBITORS
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Paragraph 0313, (2020/07/25)
The present invention relates to compounds that inhibit KRas G12C. In particular, the present invention relates to compounds that irreversibly inhibit the activity of KRas G12C, pharmaceutical compositions comprising the compounds and methods of use therefor.
CONDENSATION OF ACYL CHLORIDE ON SODIUM CYANATE : PREPARATION OF ACYL ISOCYANATES
Deng, M. Z.,Caubere, P.,Senet, J. P.,Lecolier, S.
, p. 6079 - 6086 (2007/10/02)
The catalytic effects of various metal halides and solvents on the reaction of benzoyl chloride with sodium cyanate were studied.It has been found that SnCl4, and ZnCl2 catalyze the reaction to give the corresponding acyl isocyanates in good yields.The scope of the reaction was studied and a number of aroyl isocyanates and their derivatives were prepared.A few non aromatic isocyanates and their derivatives were also prepared.
REACTIVITY OF N,N-DICHLOROURETHANES. X. ADDITION OF N,N-DICHLOROURETHANES TO VINYL ETHERS
Bal'on, Ya. G.,Paranyuk, V. E.
, p. 1910 - 1914 (2007/10/02)
N,N-Dichlorourethanes add readily to vinyl ethers to form alkyl N-chloro-N-(2-chloro-1-alkoxyethyl)carbamates, which are used for the production of alkyl N-(2-chloro-1-alkoxyethyl)carbamates, 2-alkoxyaziridines, 1-chloro-2-di(alkoxycarbonylamino)ethanes, 1-alkoxyperchloroethyl and 1,2,2-trichloro-1-alkoxyethyl isocyanates.
