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GB1350528A - Process for the preparation of n-substituted n-chloro-methyl- carbamic acid esters and thiolesters - Google Patents

Process for the preparation of n-substituted n-chloro-methyl- carbamic acid esters and thiolesters

Info

Publication number
GB1350528A
GB1350528A GB1861072A GB1861072A GB1350528A GB 1350528 A GB1350528 A GB 1350528A GB 1861072 A GB1861072 A GB 1861072A GB 1861072 A GB1861072 A GB 1861072A GB 1350528 A GB1350528 A GB 1350528A
Authority
GB
United Kingdom
Prior art keywords
branched
straight
chain
substituted
cycloalkenyl
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
GB1861072A
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 AG
Original Assignee
Bayer 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
Application filed by Bayer AG filed Critical Bayer AG
Publication of GB1350528A publication Critical patent/GB1350528A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/86—Benzo [b] furans; Hydrogenated benzo [b] furans with an oxygen atom directly attached in position 7

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1350528 N-Chloromethyl carbamates and thiocarbamate BAYER AG 21 April 1972 [22 April 1971 5 Nov 1971] 18610/72 Heading C2C An N-substituted N-chloromethylcarbamic acid ester or thiolester of the formula wherein R<SP>1</SP> and R<SP>2</SP> are each alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, haloalkynyl, cycloalkyl, cycloalkenyl, optionally substituted aryl or optionally substituted aralkyl and X is O or S, is obtained by reacting an N-monosubstituted carbamic acid ester or thiolester of the formula with paraformaldehyde and thionyl chloride at a temperature between 10‹ and 120‹ C. The invention also comprises compounds of the formula wherein R<SP>3</SP> is phenyl which may be substituted by C 6 to C 10 aryl, branched or straight-chain alkyl, branched or straight-chain haloalkyl, branched or straight-chain alkoxy, aryloxy, cycloalkyl, cycloalkenyl, NO 2 or halogen; and R<SP>4</SP> is C 1 to C 20 branched or straight-chain alkyl, branched or straight-chain C 3 to C 6 alkenyl or alkynyl, C 2 to C 6 haloalkyl with 1 to 4 halogens, C 3 to C 6 haloalkenyl or haloalkynyl with 1 to 4 halogens, C 3 to C 8 cycloalkyl or cycloalkenyl, C 6 to C 10 aryl or aralkyl which may be substituted by C 6 to C 10 aryl, branched or straightchain alkyl, branched or straight-chain haloalkyl, branched or straight-chain alkoxy, aryloxy, cycloalkyl, cycloalkenyl, NO 2 or halogen. Examples are given for the production of the compounds. They are useful as textile auxiliaries. The starting materials of Formula II may be obtained by reacting primary amines with aryloxy-, alkythio- or arylthio-carboxylic acid chlorides.
GB1861072A 1971-04-22 1972-04-21 Process for the preparation of n-substituted n-chloro-methyl- carbamic acid esters and thiolesters Expired GB1350528A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19712119518 DE2119518A1 (en) 1971-04-22 1971-04-22 Process for the preparation of N-substituted N-chloromethyl carbamic acid esters and thiol esters

Publications (1)

Publication Number Publication Date
GB1350528A true GB1350528A (en) 1974-04-18

Family

ID=5805461

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1861072A Expired GB1350528A (en) 1971-04-22 1972-04-21 Process for the preparation of n-substituted n-chloro-methyl- carbamic acid esters and thiolesters

Country Status (12)

Country Link
AT (1) AT317242B (en)
BE (1) BE782383A (en)
CH (1) CH566971A5 (en)
DD (1) DD98513A5 (en)
DE (1) DE2119518A1 (en)
FR (1) FR2136602A5 (en)
GB (1) GB1350528A (en)
HU (1) HU164706B (en)
IL (1) IL39246A (en)
IT (1) IT957202B (en)
NL (1) NL7205271A (en)
PL (1) PL83653B1 (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4340739A (en) 1978-12-18 1982-07-20 Basf Aktiengesellschaft N-Halomethylanilides
US5482956A (en) * 1992-11-06 1996-01-09 Bayer Aktiengesellschaft Method of treating parastic protozoa with substituted benzimidazoles
US6194443B1 (en) 1996-10-15 2001-02-27 Bayer Aktiengesellschaft Aminophenol derivatives with fungicidal property
US6620833B1 (en) 1998-07-16 2003-09-16 Bayer Aktiengesellschaft Substituted benzimidazoles, production and use thereof as agents for combating parasitic protozoas

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI730297B (en) 2018-02-27 2021-06-11 日商組合化學工業股份有限公司 Method for manufacturing mercaptophenol compound and intermediate thereof

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4340739A (en) 1978-12-18 1982-07-20 Basf Aktiengesellschaft N-Halomethylanilides
US5482956A (en) * 1992-11-06 1996-01-09 Bayer Aktiengesellschaft Method of treating parastic protozoa with substituted benzimidazoles
US6194443B1 (en) 1996-10-15 2001-02-27 Bayer Aktiengesellschaft Aminophenol derivatives with fungicidal property
US6620833B1 (en) 1998-07-16 2003-09-16 Bayer Aktiengesellschaft Substituted benzimidazoles, production and use thereof as agents for combating parasitic protozoas

Also Published As

Publication number Publication date
SU443510A3 (en) 1974-09-15
DE2119518A1 (en) 1972-10-26
CH566971A5 (en) 1975-09-30
IL39246A (en) 1976-01-30
BE782383A (en) 1972-10-20
PL83653B1 (en) 1975-12-31
NL7205271A (en) 1972-10-24
IT957202B (en) 1973-10-10
AT317242B (en) 1974-08-26
IL39246A0 (en) 1972-06-28
HU164706B (en) 1974-04-11
FR2136602A5 (en) 1972-12-22
DD98513A5 (en) 1973-06-20

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees