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US4216332A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of chlorinated N-methyl-imidazoles and N-methyl-imidazolines

Assignee: Bayer AG
•
Filing: 1978-12-29
•
Granted: 1980-08-05
•
Expires: 1998-12-29
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Abstract

Abstract In the preparation of chlorinated N-methyl-imidazoles and N-methyl-imidazolines of the formula ##STR1## in which n represents the number 0, 1, 2 or 3 and m represents the number 0 or 1, a double bond being present between the C atoms in the 4-position and 5-position when m is 0, and a single bond being present when m is 1, by chlorinating N,N-dimethylaminoacetonitrile of the formula (CH.sub.3).sub.2 N--CH.sub.2 --CN or its hydrochloride, the improvement which comprises introducing aminoacetonitrile or its hydrochloride into a mixture of its chlorination products, with simultaneous addition of chlorine gas, in the absence of a solvent, at a temperature from about 70° to 150° C. The product can be further chlorinated at 130° to 220° C. to produce tetrachloro-ethylene-bis-isocyanide dichloride.

Inventors

  • 👤 Manfred Lenthe
  • 👤 Gerhard Dankert

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 06:49
CPC Classifications
C; C07; C07D; C07D233/00; C07D233/04; C07D233/28; C07D233/54; C07D233/66; C07D233/68

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 108 words
In the preparation of chlorinated N-methyl-imidazoles and N-methyl-imidazolines of the formula ##STR4## in which n represents the number 0, 1, 2 or 3 and m represents the number 0 or 1, a double bond being present between the C atoms in the 4-position and 5-position when m is 0, and a single bond being present when m is 1, by chlorinating N,N-dimethylaminoacetonitrile of the formula (CH.sub.3).sub.2 N--CH.sub.2 --CN or its hydrochloride, the improvement which comprises introducing N,N-dimethyl-aminoacetonitrile or its hydrochloride into a mixture of its chlorination products, with simultaneous addition of chlorine gas, in the absence of a solvent, at a temperature from about 70° to 150° C.
Claim 2
Dependent Claim 108 words
In the preparation of chlorinated N-methyl-imidazoles and N-methyl-imidazolines of the formula ##STR4## in which n represents the number 0, 1, 2 or 3 and m represents the number 0 or 1, a double bond being present between the C atoms in the 4-position and 5-position when m is 0, and a single bond being present when m is 1, by chlorinating N,N-dimethylaminoacetonitrile of the formula (CH.sub.3).sub.2 N--CH.sub.2 --CN or its hydrochloride, the improvement which comprises introducing N,N-dimethyl-aminoacetonitrile or its hydrochloride into a mixture of its chlorination products, with simultaneous addition of chlorine gas, in the absence of a solvent, at a temperature from about 70° to 150° C.
Claim 3
Dependent Claim 20 words
A process according to claim 1, wherein chlorination is carried out at a temperature from about 90° to 130° C.
Claim 4
Dependent Claim 21 words
A process according to claim 1, wherein chlorination is carried out in a bubble column reactor or in a stirred kettle.
Claim 5
Dependent Claim 23 words
A process according to claim 1, wherein chlorination is carried out in a bubble column reactor with the gas and liquid flowing counter-current.

References Cited (Backward Citations)

DE1670913U Cited
DE1221212B Cited
US3631058A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-08-05 1984-02-04 1984-08-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-08-05 1988-02-04 1988-08-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-08-05 1992-02-04 1992-08-05 $7700.00 Window Closed / Lapsed

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