GB1327552A - 1-substituted benzyl tetrahydro-2-1h-pyrimidones and their preparation - Google Patents

1-substituted benzyl tetrahydro-2-1h-pyrimidones and their preparation

Info

Publication number
GB1327552A
GB1327552A GB1324872A GB1324872A GB1327552A GB 1327552 A GB1327552 A GB 1327552A GB 1324872 A GB1324872 A GB 1324872A GB 1324872 A GB1324872 A GB 1324872A GB 1327552 A GB1327552 A GB 1327552A
Authority
GB
United Kingdom
Prior art keywords
formula
prepared
substituted
hydrogen
chloride
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
GB1324872A
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.)
ATK Launch Systems LLC
Original Assignee
Morton Norwich Products 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 Morton Norwich Products Inc filed Critical Morton Norwich Products Inc
Publication of GB1327552A publication Critical patent/GB1327552A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/06Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D239/08Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine 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 directly attached in position 2
    • C07D239/10Oxygen or sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32One oxygen, sulfur or nitrogen atom
    • C07D239/34One oxygen atom
    • C07D239/36One oxygen atom as doubly bound oxygen atom or as unsubstituted hydroxy radical

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

1327552 Benzylpyrimidone derivatives MORTON-NORWICH PRODUCTS Inc 21 March 1972 [25 March 1971] 13248/72 Heading C2C Novel compounds of Formula I in which R is substituted in the 3- or 4-position of the phenyl group and is hydrogen, C 1-8 alkyl, carbomethoxy, carboxy, carboxamido, dimethylamino, or aminomethyl when substituted in the 4-position or is trifluoromethyl when substituted in the 3-position, and R 1 is phenyl or hydrogen provided that R and R 1 are not simultaneously hydrogen are prepared by hydrogenation of the novel compounds of formula wherein R 2 is R or cyano which are prepared by reacting 2-hydroxypyrimidine with a compound of formula wherein X is halogen. Intermediates are prepared as follows: p-octylbenzyl chloride is obtained by action of thionyl chloride on p-octylbenzyl alcohol prepared by reduction of p-octylbenzoic acid; p-dimethylaminobenzyl chloride hydrochloride is obtained by action of thionyl chloride on the alcohol; and 1 - p - cyanobenzyl) - 2 (1H) - pyrimidone is obtained by reacting α-bromo-p-toluonitrile with 2-hydroxypyrimidine. Pharmaceutical compositions in conventional forms for per oral administration and having anti-convulsant and tranquillizing activity, comprise a novel compound of Formula I above and a carrier therefor.
GB1324872A 1971-03-25 1972-03-21 1-substituted benzyl tetrahydro-2-1h-pyrimidones and their preparation Expired GB1327552A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US12814371A 1971-03-25 1971-03-25

Publications (1)

Publication Number Publication Date
GB1327552A true GB1327552A (en) 1973-08-22

Family

ID=22433854

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1324872A Expired GB1327552A (en) 1971-03-25 1972-03-21 1-substituted benzyl tetrahydro-2-1h-pyrimidones and their preparation

Country Status (15)

Country Link
AR (1) AR196986A1 (en)
AT (1) AT315184B (en)
AU (1) AU458346B2 (en)
BE (1) BE781158A (en)
CA (1) CA965416A (en)
CH (1) CH568299A5 (en)
DE (1) DE2214474A1 (en)
DK (1) DK129523B (en)
ES (1) ES400964A1 (en)
FR (1) FR2130686B1 (en)
GB (1) GB1327552A (en)
IL (1) IL39003A (en)
NL (1) NL7203883A (en)
PH (1) PH9703A (en)
ZA (1) ZA721832B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001047894A1 (en) * 1999-12-24 2001-07-05 Bayer Aktiengesellschaft Substituted benzoylcyclohexane diones for use as herbicides

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE562987A (en) * 1956-12-05
US3681349A (en) * 1970-03-05 1972-08-01 Morton Norwich Products Inc 1-(substituted benzyl) tetrahydro-2-(1h) pyrimidones

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001047894A1 (en) * 1999-12-24 2001-07-05 Bayer Aktiengesellschaft Substituted benzoylcyclohexane diones for use as herbicides
US6825183B2 (en) 1999-12-24 2004-11-30 Bayer Aktiengesellschaft Substituted benzoylcyclohexanediones for use as herbicides
US7244692B2 (en) 1999-12-24 2007-07-17 Bayer Aktiengesellschaft Substituted benzoylcyclohexane diones for use as herbicides

Also Published As

Publication number Publication date
AT315184B (en) 1974-05-10
AU458346B2 (en) 1975-02-07
PH9703A (en) 1976-02-19
DK129523C (en) 1975-03-24
CA965416A (en) 1975-04-01
AR196986A1 (en) 1974-03-08
ES400964A1 (en) 1975-09-01
NL7203883A (en) 1972-09-27
IL39003A (en) 1975-02-10
CH568299A5 (en) 1975-10-31
AU4022672A (en) 1973-09-27
BE781158A (en) 1972-09-25
DK129523B (en) 1974-10-21
DE2214474A1 (en) 1972-10-05
ZA721832B (en) 1973-10-31
FR2130686A1 (en) 1972-11-03
FR2130686B1 (en) 1975-06-20

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee