GB1394845A - Process for the preparation of penicillamine - Google Patents

Process for the preparation of penicillamine

Info

Publication number
GB1394845A
GB1394845A GB5037572A GB5037572A GB1394845A GB 1394845 A GB1394845 A GB 1394845A GB 5037572 A GB5037572 A GB 5037572A GB 5037572 A GB5037572 A GB 5037572A GB 1394845 A GB1394845 A GB 1394845A
Authority
GB
United Kingdom
Prior art keywords
thiazolidine
penicillamine
salt
carbonamide
thiazoline
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
GB5037572A
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.)
Evonik Operations GmbH
Original Assignee
Degussa GmbH
Deutsche Gold und Silber Scheideanstalt
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 Degussa GmbH, Deutsche Gold und Silber Scheideanstalt filed Critical Degussa GmbH
Publication of GB1394845A publication Critical patent/GB1394845A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/04Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D277/06Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/08Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D277/10Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1394845 Process for penicillamine DEUTSCHE GOLD-UND SILBER-SCHEIDEANSTALT 1 Nov 1972 [15 Nov 1971] 50375/72 Addition to 1346198 Heading C2C The invention comprises a process for the preparation of penicillamine or a homologue thereof which comprises reacting an aliphatic aldehyde branched on the α-carbon atom with sulphur and ammonia to form a #<SP>3</SP>-thiazoline, converting the #<SP>3</SP>-thiazoline with anhydrous hydrogen cyanide into a thiazolidine-4-carbonitrile, hydrolysing the thiazolidine-4-carbonitrile into a salt of a thiazolidine-4-carbonamide by introducing it into aqueous hydrochloric acid containing at least 30% by weight of hydrogen chloride and heating to a temperature of from 40 to 70‹ C., converting the salt of a thiazolidine-4- carbonamide at a temperature above 80‹ C. into a salt of a thiazolidine-4-carboxylic acid and an ammonium salt, working up the mixture and separating off the ammonium salt followed by hydrolytic degradation of the thiazolidine-4- carboxylic acid to produce the penicillamine or its homologue.
GB5037572A 1971-11-15 1972-11-01 Process for the preparation of penicillamine Expired GB1394845A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2156601A DE2156601C3 (en) 1971-11-15 1971-11-15 Process for the production of DX-PeniciUamin

Publications (1)

Publication Number Publication Date
GB1394845A true GB1394845A (en) 1975-05-21

Family

ID=5825136

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5037572A Expired GB1394845A (en) 1971-11-15 1972-11-01 Process for the preparation of penicillamine

Country Status (21)

Country Link
JP (1) JPS566992B2 (en)
AU (1) AU472713B2 (en)
BE (1) BE791411R (en)
CH (1) CH587240A5 (en)
CS (1) CS191252B4 (en)
DD (1) DD101391A6 (en)
DE (1) DE2156601C3 (en)
DK (1) DK145624C (en)
EG (1) EG10782A (en)
ES (1) ES407956A2 (en)
FI (1) FI59398C (en)
FR (1) FR2160483B2 (en)
GB (1) GB1394845A (en)
IE (1) IE36829B1 (en)
IL (1) IL40829A (en)
IT (1) IT1045669B (en)
NL (1) NL175913C (en)
NO (1) NO136193C (en)
SE (1) SE405354B (en)
YU (1) YU39600B (en)
ZA (1) ZA727545B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU715018A3 (en) * 1976-10-09 1980-02-05 Дегусса (Фирма) Method of preparing dl-cysteine
DE2716476C2 (en) * 1977-04-14 1985-07-11 Robert Bosch Gmbh, 7000 Stuttgart Level control device for motor vehicles
JPS57195391U (en) * 1981-06-05 1982-12-10

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH540234A (en) * 1968-09-06 1973-08-15 Degussa Process for the manufacture of penicillamine
JPS584587B2 (en) * 1977-06-14 1983-01-27 松下電器産業株式会社 Rotary viscous agent application method and device

Also Published As

Publication number Publication date
AU472713B2 (en) 1976-06-03
DD101391A6 (en) 1973-11-12
IL40829A0 (en) 1973-01-30
IL40829A (en) 1975-06-25
SE405354B (en) 1978-12-04
DE2156601C3 (en) 1979-06-07
CS191252B4 (en) 1979-06-29
DK145624B (en) 1983-01-03
ES407956A2 (en) 1975-11-01
NO136193B (en) 1977-04-25
DE2156601A1 (en) 1973-05-24
AU4881272A (en) 1974-05-16
DK145624C (en) 1983-07-11
JPS566992B2 (en) 1981-02-14
NL175913C (en) 1985-01-16
ZA727545B (en) 1973-07-25
CH587240A5 (en) 1977-04-29
IE36829L (en) 1973-05-15
FI59398B (en) 1981-04-30
YU259972A (en) 1982-06-30
BE791411R (en) 1973-03-01
FR2160483B2 (en) 1974-08-19
IT1045669B (en) 1980-06-10
JPS4861421A (en) 1973-08-28
YU39600B (en) 1985-03-20
NO136193C (en) 1977-08-03
IE36829B1 (en) 1977-03-02
NL7213689A (en) 1973-05-17
FR2160483A2 (en) 1973-06-29
EG10782A (en) 1976-12-31
DE2156601B2 (en) 1978-10-19
FI59398C (en) 1981-08-10

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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