GB1222782A - 0-lower alkyl-3-azetidinols - Google Patents

0-lower alkyl-3-azetidinols

Info

Publication number
GB1222782A
GB1222782A GB32132/69A GB3213269A GB1222782A GB 1222782 A GB1222782 A GB 1222782A GB 32132/69 A GB32132/69 A GB 32132/69A GB 3213269 A GB3213269 A GB 3213269A GB 1222782 A GB1222782 A GB 1222782A
Authority
GB
United Kingdom
Prior art keywords
methyl
give
azetidinols
ether
dichloro
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
GB32132/69A
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.)
AH Robins Co Inc
Original Assignee
AH Robins Co Inc
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 AH Robins Co Inc filed Critical AH Robins Co Inc
Publication of GB1222782A publication Critical patent/GB1222782A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D263/18—Oxygen atoms
    • C07D263/20—Oxygen atoms attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D263/18—Oxygen atoms
    • C07D263/20—Oxygen atoms attached in position 2
    • C07D263/24—Oxygen atoms attached in position 2 with hydrocarbon radicals, substituted by oxygen atoms, attached to other ring carbon atoms

Abstract

1,222,782. Azetidinols. A. H. ROBINS CO. Inc. 25 June, 1969 [27 June, 1968], No. 32132/69. Heading C2C. Novel 1-alkyl-3-azetidinols of formula where R = Me or Et and hydrochlorides thereof are prepared by: condensing 1,3-dichloro-2- propanol with an aralkyl halide or benzyl halomethyl ether to give a 1,3-dichloro-2-propyl ether which is treated with a lower alkylamine to give a 1-alkyl-3-azetidinyl ether from which the ether group is removed by hydrogenation. Intermediates prepared in the above reaction are: 1,3 - dichloro - 2 - diphenylmethoxypropane, 2 - benzyloxymethoxy - 1,3 - dichloropropane, 1- methyl - 3 - diphenylmethoxyazetidine, 1 -ethyl - 3 - diphenylmethoxyazetidine and 3 - benzyloxymethoxy-1-methylazetidine. 1 - Methyl - 3 - azetidinol hydrochloride is treated with phosgene to give 5-chloromethyl-3- methyl-2-oxazolidinone which is then reacted with guaiacol to give 5 - (o - methoxyphenoxymethyl)-3-methyl-2-oxazolidinone.
GB32132/69A 1968-06-27 1969-06-25 0-lower alkyl-3-azetidinols Expired GB1222782A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US74047468A 1968-06-27 1968-06-27

Publications (1)

Publication Number Publication Date
GB1222782A true GB1222782A (en) 1971-02-17

Family

ID=24976669

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32132/69A Expired GB1222782A (en) 1968-06-27 1969-06-25 0-lower alkyl-3-azetidinols

Country Status (13)

Country Link
JP (1) JPS4828908B1 (en)
AT (1) AT289821B (en)
BE (1) BE735057A (en)
BR (1) BR6910136D0 (en)
CH (1) CH511832A (en)
DE (1) DE1932219A1 (en)
DK (1) DK122279B (en)
ES (1) ES368825A1 (en)
FR (1) FR2014347A1 (en)
GB (1) GB1222782A (en)
IL (1) IL32489A0 (en)
NL (1) NL6909640A (en)
SE (1) SE348469B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2215419A1 (en) * 1969-11-28 1974-08-23 Teikoku Hormone Mfg Co Ltd 1-aryloxy-3-aminpropanes
FR2073434B1 (en) * 1969-11-28 1975-08-01 Teikoku Hormone Mfg Co Ltd
JP5443984B2 (en) 2006-06-26 2014-03-19 フォールブルック インテレクチュアル プロパティー カンパニー エルエルシー Front-end accessory drive (FEAD) system
CN114315494B (en) * 2021-12-29 2023-09-22 苏州楚凯药业有限公司 Preparation method of (S) -2-methylazetidine hydrochloride

Also Published As

Publication number Publication date
AT289821B (en) 1971-05-10
DE1932219A1 (en) 1970-03-05
SE348469B (en) 1972-09-04
BR6910136D0 (en) 1973-01-04
FR2014347A1 (en) 1970-04-17
DK122279B (en) 1972-02-14
JPS4828908B1 (en) 1973-09-05
CH511832A (en) 1971-08-31
NL6909640A (en) 1969-12-30
IL32489A0 (en) 1969-08-27
ES368825A1 (en) 1971-07-16
BE735057A (en) 1969-12-01

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