ES390431A1 - PROCEDURE FOR THE PREPARATION OF 5-SULFAMOIL-1, 3, 4- TIADIAZOLIL (2) -UREAS. - Google Patents

PROCEDURE FOR THE PREPARATION OF 5-SULFAMOIL-1, 3, 4- TIADIAZOLIL (2) -UREAS.

Info

Publication number
ES390431A1
ES390431A1 ES0390431A ES390431A ES390431A1 ES 390431 A1 ES390431 A1 ES 390431A1 ES 0390431 A ES0390431 A ES 0390431A ES 390431 A ES390431 A ES 390431A ES 390431 A1 ES390431 A1 ES 390431A1
Authority
ES
Spain
Prior art keywords
formula
alkoxy
lower alkyl
radical
alkyl radical
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
ES0390431A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Agripat SA
Original Assignee
Agripat SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Agripat SA filed Critical Agripat SA
Publication of ES390431A1 publication Critical patent/ES390431A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings
    • C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
    • C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • C07D285/135—Nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Procedure for the preparation of 5-sulfamoyl-1,3,4-thiadiazolyl (2) -ureas of the general formula **(See formula)** in which R1 signifies hydrogen, a lower alkyl radical optionally substituted by cyano or alkoxy, an alkenyl, alkynyl or halogen-alkynyl radical, R2 signifies hydrogen, a lower alkyl radical optionally substituted by cyano or alkoxy, an alkenyl, alkynyl, halogenoalkenyl or alkoxy radical or R1 and R2 together signify a polymethylene radical with 2-6 carbon atoms, R3 and R4 signify, independently of each other, hydrogen or a lower alkyl radical, R5 signifies hydrogen, a lower alkyl radical optionally substituted by alkoxy or an alkoxy radical, characterized in that an N- [5-halogensulfonyl-1,3,4-thiadiazolyl (2)] - 0-phenylcarbamic acid ester of the formula **(See formula)** in which Hal means chlorine or bromine and R3 has the meanings indicated above, it is reacted at temperatures between -10 and + 20ºC, in the presence of an acid fixing agent, with an amine of the formula **(See formula)** in which R1 and R2 have the meanings indicated above to form the corresponding esters of N- [5-sulfamoyl-1,3,4-thiadiazolyl (2)] - 0-phenylcarbamic acid of the formula **(See formula)** and this is then reacted, at temperatures between 50 and 150ºC, with an amine of the formula **(See formula)** in which R4 and R5 have the significance already expressed. (Machine-translation by Google Translate, not legally binding)
ES0390431A 1970-04-23 1971-04-22 PROCEDURE FOR THE PREPARATION OF 5-SULFAMOIL-1, 3, 4- TIADIAZOLIL (2) -UREAS. Expired ES390431A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH607670A CH535540A (en) 1970-04-23 1970-04-23 Herbicidal agent

Publications (1)

Publication Number Publication Date
ES390431A1 true ES390431A1 (en) 1973-06-01

Family

ID=4303859

Family Applications (1)

Application Number Title Priority Date Filing Date
ES0390431A Expired ES390431A1 (en) 1970-04-23 1971-04-22 PROCEDURE FOR THE PREPARATION OF 5-SULFAMOIL-1, 3, 4- TIADIAZOLIL (2) -UREAS.

Country Status (16)

Country Link
AT (1) AT307141B (en)
AU (1) AU2802071A (en)
BE (1) BE766097A (en)
BR (1) BR7102400D0 (en)
CH (1) CH535540A (en)
CS (1) CS169817B2 (en)
DE (1) DE2119749A1 (en)
ES (1) ES390431A1 (en)
FR (1) FR2090565A5 (en)
GB (1) GB1340267A (en)
HU (1) HU162519B (en)
IL (1) IL36685A0 (en)
NL (1) NL7105480A (en)
OA (1) OA03708A (en)
PL (1) PL83285B1 (en)
ZA (1) ZA712599B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7106557A (en) * 1970-06-15 1971-12-17
CH588208A5 (en) 1974-04-03 1977-05-31 Ciba Geigy Ag
US3990881A (en) * 1975-08-25 1976-11-09 Eli Lilly And Company 5-(Hetero-ring sulfamoyl)-1,3,4-thiadiazol-2-ylureas
ZA775225B (en) * 1977-08-29 1978-03-29 Lilly Co Eli Herbicidal combinations

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7106557A (en) * 1970-06-15 1971-12-17

Also Published As

Publication number Publication date
CH535540A (en) 1973-04-15
GB1340267A (en) 1973-12-12
ZA712599B (en) 1972-01-26
DE2119749A1 (en) 1971-11-04
IL36685A0 (en) 1971-06-23
CS169817B2 (en) 1976-07-29
BR7102400D0 (en) 1973-04-12
NL7105480A (en) 1971-10-26
HU162519B (en) 1973-03-28
FR2090565A5 (en) 1972-01-14
BE766097A (en) 1971-10-22
AU2802071A (en) 1972-10-26
OA03708A (en) 1971-12-24
AT307141B (en) 1973-05-10
PL83285B1 (en) 1975-12-31

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