← Back to Patent Explorer
US4013716A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of n-aryl-imidocarbonyl ureas

Assignee: Pepro SA
•
Filing: 1974-03-25
•
Granted: 1977-03-22
•
Expires: 1994-03-25
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Compounds having herbicidal properties having the formula: ##STR1## in which: R 1 is a phenyl radical of the formula: ##STR2## WHERE A is a hydrogen atom, a halogen atom, a lower alkyl of 1-5 carbons, a halogenated lower alkyl of 1-5 carbons, or an alkoxy radical, an alkylthio radical, an alkylcarbamoyloxy radical, the alkyl portion of all these radicals containing from 1 to 5 carbon atoms; B is a phenyl radical, a phenoxy radical or a phenylthio radical which can contain from 1 to 5 halogen atoms on the nucleus, an alkyl radical containing from 1 to 5 carbon atoms or the trifulormethyl radical; m is an integer from 1 to 5; and n is 0 or 1, m + n being at most equal to 5; or R 1 is an alicyclic radical, the ring containing from 3 to 10 carbon atoms; R 2 is a hydrogen atom, an alkyl radical containing 1 to 5 carbon atoms, an optionally substituted phenyl radical; R 3 and R 4 are optionally substituted alkyl radicals containing from 1 to 5 carbon atoms, optionally substituted phenyl radicals; R 5 and R 6 are alkyl radicals containing 1 to 5 carbon atoms, alkenyl or alkinyl radicals containing 2 to 5 carbon atoms, aloxy radicals containing 1 to 5 carbon atoms, cycloalkyl radicals containing 3 to 6 carbon atoms, and X is an anion which can be either mineral, such as in particular halide, perhalide, methylsulfate; or organic, such as in particular formate, acetate or oxalate.

Inventors

  • 👤 Jean Abblard
  • 👤 Pierre Poignant

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 22:34
CPC Classifications
C; C07; C07C; C07C275/00; C07C275/28

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 100 words
A process for the preparation of a compound of the formula ##STR22## wherein A' is H, halogen, C 1 -C 4 alkyl, trifluoromethyl, methoxy or ethoxy; m' is an integer of 1 to 3; R 2 ' is H or methyl; R 3 ' is a C 1 -C 4 alkyl; R 4 ' is a C 1 -C 4 alkyl; R 5 ' is a C 1 -C 4 alkyl; R 6 ' is a C 1 -C 4 alkyl; and X' is halide comprising reacting a formamidine of the formula ##STR23## with an amide of the formula ##STR24##
Claim 2
Dependent Claim 100 words
A process for the preparation of a compound of the formula ##STR22## wherein A' is H, halogen, C 1 -C 4 alkyl, trifluoromethyl, methoxy or ethoxy; m' is an integer of 1 to 3; R 2 ' is H or methyl; R 3 ' is a C 1 -C 4 alkyl; R 4 ' is a C 1 -C 4 alkyl; R 5 ' is a C 1 -C 4 alkyl; R 6 ' is a C 1 -C 4 alkyl; and X' is halide comprising reacting a formamidine of the formula ##STR23## with an amide of the formula ##STR24##
Claim 3
Dependent Claim 19 words
A process in accordance with claim 1 wherein the reaction is carried out at ambient temperature for 24-48 hours.
Claim 4
Dependent Claim 18 words
A process in accordance with claim 1 wherein the reaction is carried out under reflux for 1-20 minutes.
Claim 5
Dependent Claim 106 words
A process for the preparation of a compound of the formula ##STR25## wherein A' is H, halogen, C 1 -C 4 alkyl, trifluoromethyl, methoxy or ethoxy; m' is an integer of 1 to 3; R 2 ' is H or methyl; R 3 ' is a C 1 -C 4 alkyl; R 4 ' is a C 1 -C 4 alkyl; R 5 ' is a C 1 -C 4 alkyl; R 6 ' is a C 1 -C 4 alkyl; and X' is halide comprising reacting a formamidine of the formula ##STR26## with a compound of the formula ##STR27## for 5-30 hours at 50°-150° C.
Claim 6
Dependent Claim 106 words
A process for the preparation of a compound of the formula ##STR25## wherein A' is H, halogen, C 1 -C 4 alkyl, trifluoromethyl, methoxy or ethoxy; m' is an integer of 1 to 3; R 2 ' is H or methyl; R 3 ' is a C 1 -C 4 alkyl; R 4 ' is a C 1 -C 4 alkyl; R 5 ' is a C 1 -C 4 alkyl; R 6 ' is a C 1 -C 4 alkyl; and X' is halide comprising reacting a formamidine of the formula ##STR26## with a compound of the formula ##STR27## for 5-30 hours at 50°-150° C.

References Cited (Backward Citations)

US3146262A Cited
GB959997A Cited
FR1357946A Cited
DE1175223B Cited
US3784582A Cited
US3629455A Cited
US3547937A Cited
US3790631A Cited
US3830839A Cited
US3898277A Cited
US3966805A Cited
US3823179A Cited
US3903084A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-03-21 1980-09-20 1981-03-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-03-21 1984-09-20 1985-03-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-03-21 1988-09-20 1989-03-22 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag