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US4022815A Expired / Lapsed US ⏱️ 0.0 years remaining

Manufacture of substituted glycinonitriles

Assignee: BASF SE
•
Filing: 1976-01-16
•
Granted: 1977-05-10
•
Expires: 1996-01-16
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Abstract

Abstract N-Alkylglycinonitriles are manufactured by reaction of N-alkylamines with formaldehyde and hydrocyanic acid under specific conditions of temperature, reaction time and hydrocyanic acid concentration.

Inventors

  • 👤 Helmut Schlecht
  • 👤 Harry Distler
  • 👤 Erwin Hartert

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 22:19
CPC Classifications
C; C07; C07C; C07C255/00

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 125 words
A process for the manufacture of an N-alkylglycinonitrile of the formula ##STR4## wherein R 1 and R 2 are identical or different and each is alkyl of 1 to 8 carbon atoms, R 2 may also be hydrogen, and each of R 1 and R 2 as alkyl may also be substituted by alkyl or alkoxy of 1 to 4 carbon atoms each, which comprises reacting an N-alkylamine of the formula ##STR5## wherein R 1 and R 2 have the above meaning, with formaldehyde and hydrocyanic acid in the presence of water for from 0.1 to 4 hours at from 0° C. to 40° C., the concentration of hydrocyanic acid during the reaction being not more than 0.1% by weight, based on the reaction mixture.
Claim 2
Dependent Claim 125 words
A process for the manufacture of an N-alkylglycinonitrile of the formula ##STR4## wherein R 1 and R 2 are identical or different and each is alkyl of 1 to 8 carbon atoms, R 2 may also be hydrogen, and each of R 1 and R 2 as alkyl may also be substituted by alkyl or alkoxy of 1 to 4 carbon atoms each, which comprises reacting an N-alkylamine of the formula ##STR5## wherein R 1 and R 2 have the above meaning, with formaldehyde and hydrocyanic acid in the presence of water for from 0.1 to 4 hours at from 0° C. to 40° C., the concentration of hydrocyanic acid during the reaction being not more than 0.1% by weight, based on the reaction mixture.
Claim 3
Dependent Claim 29 words
A process as claimed in claim 1, wherein the reaction is carried out with from 0.1 to 2 moles of amine per mole of formaldehyde (taken as 100% strength).
Claim 4
Dependent Claim 19 words
A process as claimed in claim 1, wherein the reaction is carried out at from 15° to 25° C.
Claim 5
Dependent Claim 28 words
A process as claimed in claim 1, wherein the reaction is carried out with a total of from 1 to 6 moles of water per mole of formaldehyde.
Claim 6
Dependent Claim 37 words
A process as claimed in claim 1, wherein the reaction is carried out under conditions such that the concentration of hydrocyanic acid during the reaction is from 0.01 to 0.1% by weight, based on the reaction mixture.
Claim 7
Dependent Claim 37 words
A process as claimed in claim 1, wherein the reaction is carried out under conditions such that the concentration of hydrocyanic acid during the reaction is from 0.05 to 0.1% by weight, based on the reaction mixture.
Claim 8
Dependent Claim 19 words
A process as claimed in claim 1, wherein the reaction is carried out for from 1 to 2 hours.
Claim 9
Dependent Claim 39 words
A process as claimed in claim 1, wherein the reaction is carried out in the presence of from 40 to 10,000% by weight, based on starting material II, or an organic solvent which is inert under the reaction conditions.

References Cited (Backward Citations)

US2860164A Cited
US3409666A Cited
US3499920A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-05-09 1980-11-08 1981-05-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-05-09 1984-11-08 1985-05-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-05-09 1988-11-08 1989-05-10 $7700.00 Window Closed / Lapsed

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