GB1365556A - Herbicidally active thiadiazolylureas and their manufacture and u se - Google Patents

Herbicidally active thiadiazolylureas and their manufacture and u se

Info

Publication number
GB1365556A
GB1365556A GB3513071A GB3513071A GB1365556A GB 1365556 A GB1365556 A GB 1365556A GB 3513071 A GB3513071 A GB 3513071A GB 3513071 A GB3513071 A GB 3513071A GB 1365556 A GB1365556 A GB 1365556A
Authority
GB
United Kingdom
Prior art keywords
hydrogen atom
hal
thiadiazole derivatives
esters
halides
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
GB3513071A
Inventor
L Nusslein
F Arndt
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.)
Bayer Pharma AG
Original Assignee
Schering AG
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
Priority claimed from DE2044442A external-priority patent/DE2044442C2/en
Priority claimed from DE19702059328 external-priority patent/DE2059328C2/en
Application filed by Schering AG filed Critical Schering AG
Publication of GB1365556A publication Critical patent/GB1365556A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D285/00Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01Five-membered rings
    • C07D285/02Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/121,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
    • C07D285/1251,3,4-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
    • C07D285/135Nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

1365556 Thiadiazole derivatives SCHERING AG 27 July 1971 [3 Sept 1970 24 Nov 1970] 35130/71 Heading C2C [Also in Division A5] Novel thiadiazole derivatives of the Formula (I) wherein R 1 is a C 1-3 alkyl group, n is 1 or 2 and when n is 1, R 2 is a hydrogen atom or a methyl group, and when n is 2, R 2 is a methyl group, are prepared by (1) oxidizing the corresponding compound in which n is zero, (2) reacting corresponding methylamino thiodiazole derivatives with (a) carbamoyl halides (Hal-CO-NR 2 -CH 3 ), (b) methyl isocyanate (R 2 then being a hydrogen atom), or (c) carbonic acid ester halides, thiolcarbonic acid ester halides or phosgene and then with amines R 2 NHCH 3 or (3) reacting thiodiazole ureas substituted in the nucleus by -SO 2 -B groups, B being a hydrogen atom, a metal equivalent or a group obtainable by addition of a hydrogen atom to a tertiary organic base, with alkylating agents of the formula R 1 -Hal, wherein Hal is a chlorine, bromine or iodine atom, or with esters of sulphuric acid or esters of aromatic sulphonic acids. Herbicidal compositions comprise the above thiadiazole derivatives together with suitable carriers. Reference has been directed by the Comptroller to Specification 1,195,672.
GB3513071A 1970-09-03 1971-07-27 Herbicidally active thiadiazolylureas and their manufacture and u se Expired GB1365556A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2044442A DE2044442C2 (en) 1970-09-03 1970-09-03 1,1,3-Trimethyl-3 - (- 5-Ethylsulfonyl-1,3,4-Thiadiazol-2-yl) -urea with herbicidal action
DE19702059328 DE2059328C2 (en) 1970-11-24 1970-11-24 1,1,3-Trimethyl-3- (5-ethylsulfinyl-1,3,4-thiadiazol-2-YL) urea

Publications (1)

Publication Number Publication Date
GB1365556A true GB1365556A (en) 1974-09-04

Family

ID=25759699

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3513071A Expired GB1365556A (en) 1970-09-03 1971-07-27 Herbicidally active thiadiazolylureas and their manufacture and u se

Country Status (22)

Country Link
JP (1) JPS5327339B1 (en)
AT (1) AT310497B (en)
BE (1) BE772168A (en)
BR (1) BR7105556D0 (en)
CA (1) CA942751A (en)
CH (1) CH554636A (en)
CS (1) CS167939B2 (en)
DK (1) DK130182B (en)
EG (1) EG10379A (en)
ES (1) ES393478A1 (en)
FI (1) FI55838C (en)
FR (1) FR2107182A5 (en)
GB (1) GB1365556A (en)
HU (1) HU162898B (en)
IE (1) IE35564B1 (en)
IL (1) IL37529A (en)
KE (1) KE2545A (en)
LU (1) LU63804A1 (en)
NL (1) NL174044C (en)
RO (3) RO58556A (en)
SE (1) SE375305B (en)
YU (1) YU34419B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2246461C2 (en) * 1972-09-21 1985-07-18 Schering AG, 1000 Berlin und 4709 Bergkamen 1,1,3-Trimethyl-3- (5-butylsulfonyl-1,3,4-thiadiazol-2-yl) urea and herbicidal agents containing this compound

Also Published As

Publication number Publication date
FI55838B (en) 1979-06-29
AT310497B (en) 1973-10-10
BR7105556D0 (en) 1973-02-15
NL174044C (en) 1984-04-16
BE772168A (en) 1972-03-03
EG10379A (en) 1976-10-31
ES393478A1 (en) 1974-10-01
DK130182C (en) 1975-08-11
CA942751A (en) 1974-02-26
YU34419B (en) 1979-07-10
FR2107182A5 (en) 1972-05-05
CS167939B2 (en) 1976-05-28
HU162898B (en) 1973-04-28
IE35564B1 (en) 1976-03-18
FI55838C (en) 1979-10-10
DK130182B (en) 1975-01-13
RO71809A (en) 1982-05-10
RO58556A (en) 1975-10-15
CH554636A (en) 1974-10-15
IL37529A (en) 1977-04-29
JPS5327339B1 (en) 1978-08-08
NL7112198A (en) 1972-03-07
RO71694B (en) 1984-03-31
RO71694A (en) 1984-03-15
IE35564L (en) 1972-03-03
YU195871A (en) 1978-12-31
KE2545A (en) 1975-08-01
LU63804A1 (en) 1972-01-06
SE375305B (en) 1975-04-14
IL37529A0 (en) 1971-11-29

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee