Patent US3956304A successfully refreshed from Google Patents.
← Back to Patent Explorer
US3956304A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of 2-methyl-4-isopropylidene-2-oxazolin-5-one

Assignee: Evonik Operations GmbH
•
Filing: 1974-09-12
•
Granted: 1976-05-11
•
Expires: 1994-09-12
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract N-acetyl-DL-penicillamine is prepared from DL-valine by converting the DL-valine into 2-methyl-4-isopropylidene-2-oxazolin-5-one using chloroacetyl chloride at 50° to 150°C. and then converting the 2-methyl-4-isopropylidene-2-oxazolin-5-one into the N-acetyl-DL-penicillamine.

Inventors

  • 👤 Werner Schwarze
  • 👤 Gerd Schreyer

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 05:29
CPC Classifications
C; C07; C07D; C07D263/00; C07D263/02; C07D263/30; C07D263/34; C07D263/36; C07D263/42

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 39 words
A process for the production of 2-methyl-4-isopropylidene-2-oxazolin-5-one in a single step comprising reacting DL-valine with chloroacetyl chloride at a temperature between about 50° and 150°C., there being employed at least 1 mole of chloroacetyl chloride per mole of valine.
Claim 2
Dependent Claim 39 words
A process for the production of 2-methyl-4-isopropylidene-2-oxazolin-5-one in a single step comprising reacting DL-valine with chloroacetyl chloride at a temperature between about 50° and 150°C., there being employed at least 1 mole of chloroacetyl chloride per mole of valine.
Claim 3
Dependent Claim 14 words
A process according to claim 1, wherein the temperature is between 70° and 120°C.
Claim 4
Dependent Claim 17 words
A process according to claim 2, wherein the reaction is carried out in an inert organic solvent.
Claim 5
Dependent Claim 18 words
A process according to claim 3, wherein an inert gas is passed through the mixture during the reaction.
Claim 6
Dependent Claim 21 words
A process according to claim 4, wherein there are used at least 2 moles of chloroacetyl chloride per mole of valine.
Claim 7
Dependent Claim 21 words
A process according to claim 5 wherein there are used 2 to 4 moles of chloroacetyl chloride per mole of valine.
Claim 8
Dependent Claim 16 words
A process according to claim 1, wherein the reaction is carried out in an organic solvent.
Claim 9
Dependent Claim 21 words
A process according to claim 7 wherein there is employed at least 1.8 moles of chloroacetyl chloride per mole of valine.
Claim 10
Dependent Claim 21 words
A process according to claim 8 wherein there are used 1.8 to 4 moles of chloroacetyl chloride per mole of valine.
Claim 11
Dependent Claim 20 words
A process according to claim 1 wherein 1 to 4 moles of chloroacetyl chloride are employed per mole of valine.
Claim 12
Dependent Claim 26 words
A process according to claim 1 wherein the process consists essentially of reacting the DL-valine with chloroacetyl chloride at a temperature between about 50° and 150°C.
Claim 13
Dependent Claim 21 words
A process according to claim 11 wherein there are employed at least 1.8 moles of chloroacetyl chloride per mole of valine.
Claim 14
Dependent Claim 18 words
A process according to claim 12 wherein an inert gas is passed through the mixture during the reaction.

References Cited (Backward Citations)

US2569801A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-05-11 1979-11-10 1980-05-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-05-11 1983-11-10 1984-05-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-05-11 1987-11-10 1988-05-11 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag