GB975705A - Improvements in or relating to the preparation of 3-alkylmercapto phenothiazines and intermediates formed in the process - Google Patents

Improvements in or relating to the preparation of 3-alkylmercapto phenothiazines and intermediates formed in the process

Info

Publication number
GB975705A
GB975705A GB1028861A GB1028861A GB975705A GB 975705 A GB975705 A GB 975705A GB 1028861 A GB1028861 A GB 1028861A GB 1028861 A GB1028861 A GB 1028861A GB 975705 A GB975705 A GB 975705A
Authority
GB
United Kingdom
Prior art keywords
general formula
phenothiazines
bromophenyl
preparation
dithiohydroquinone
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
GB1028861A
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.)
WESTMINSTER BANK Ltd
Original Assignee
WESTMINSTER BANK Ltd
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 CH427560A external-priority patent/CH379500A/en
Application filed by WESTMINSTER BANK Ltd filed Critical WESTMINSTER BANK Ltd
Publication of GB975705A publication Critical patent/GB975705A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/08Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/26Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/06Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)

Abstract

975,705. Phenothiazines and intermediates therefor. WESTMINSTER BANK Ltd. March 21, 1961 [April 14, 1960(2); Jan. 11, 1961(2)], No. 10288/61. Addition to 863,552. Heading C2C. The invention comprises compounds of the general formula wherein one of the two symbols X represents a hydrogen atom and the other symbol represents the group -S-R (where R is a C 1-4 alkyl group), Hal represents a chlorine, bromine or iodine atom and n is one or two, and the preparation of phenothiazines of the general formula and their acid addition salts by condensing a compound of the general formula with a pyrrolidine or piperidine of the general formula and cyclizing the resulting substituted aminodithiohydroquinone. S-Methyl-S<SP>1</SP>-(2<SP>1</SP>-bromophenyl)-3-amino-dithiohydroquinone is prepared by condensing 2-bromothiophenol with S-methylmercapto -2- chloronitrobenzene and reducing the S-methyl-S<SP>1</SP>- (2<SP>1</SP>- bromophenyl)- 3 - nitro - dithiohydroquinone formed. S-Ethyl-S<SP>1</SP>-(2<SP>1</SP>-bromophenyl)-3-amino- and 3- nitro-dithiohydroquinones are similarly prepared. 5-Ethylmercapto-2-chloro-nitrobenzene is obtained by reducing and ethylating 3, 3<SP>1</SP>-dinitro- 4, 4 <SP>1</SP>-dichlorodiphenyl-disulphide.
GB1028861A 1960-04-14 1961-03-21 Improvements in or relating to the preparation of 3-alkylmercapto phenothiazines and intermediates formed in the process Expired GB975705A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CH427560A CH379500A (en) 1960-04-14 1960-04-14 Process for the preparation of new heterocyclic compounds
CH427660A CH379506A (en) 1960-04-14 1960-04-14 Process for the preparation of heterocyclic compounds
CH31361 1961-01-11
CH31261 1961-01-11

Publications (1)

Publication Number Publication Date
GB975705A true GB975705A (en) 1964-11-18

Family

ID=31192163

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1028861A Expired GB975705A (en) 1960-04-14 1961-03-21 Improvements in or relating to the preparation of 3-alkylmercapto phenothiazines and intermediates formed in the process

Country Status (1)

Country Link
GB (1) GB975705A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0404359A1 (en) * 1989-05-27 1990-12-27 Pfizer Limited Dibenzothiazepine derivatives useful as antispasmodic agents

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0404359A1 (en) * 1989-05-27 1990-12-27 Pfizer Limited Dibenzothiazepine derivatives useful as antispasmodic agents
US5071844A (en) * 1989-05-27 1991-12-10 Pfizer Inc. 5,11-dihydrodibenzo[b,e][1,4]-thiazepines useful as gastro intestinal selective calcium antagonists

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