MA27534A1 - Procede de preparation de 2,6-diamino-4,5,6,7-tetrahydro-benzothiazole - Google Patents

Procede de preparation de 2,6-diamino-4,5,6,7-tetrahydro-benzothiazole

Info

Publication number
MA27534A1
MA27534A1 MA28311A MA28311A MA27534A1 MA 27534 A1 MA27534 A1 MA 27534A1 MA 28311 A MA28311 A MA 28311A MA 28311 A MA28311 A MA 28311A MA 27534 A1 MA27534 A1 MA 27534A1
Authority
MA
Morocco
Prior art keywords
tetrahydro
diamino
benzothiazole
produce
preparation
Prior art date
Application number
MA28311A
Other languages
English (en)
Inventor
Dharmaraj Ramachandra Rao
Rajendra Narayanrao Kankan
Original Assignee
Cipla 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
Application filed by Cipla Ltd filed Critical Cipla Ltd
Publication of MA27534A1 publication Critical patent/MA27534A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/68—Benzothiazoles 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 in position 2
    • C07D277/82—Nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)

Abstract

Le 2,6-diamino-4,5,6,7-tetrahydro-benzothiazole, utile pour produire le pramipexole, est produit selon les étapes suivantes:(i) faire réagir le brome avec une solution de 4-acetamido-cyclohexanone dans de l'eau pour produire le 2-bromo-4-acetamido-cyclohexanone; (ii) après l'étape (i), ajouter la thio-urée pour produire 6-acetyl amino-2-amino-4,5,6,7-tetrahydro-benztniozole; (iii) après l'étape (ii), ajouter une solution aqueuse de l'acide bromhydrique pour produire le 2,6-diamino-4,5,6,7-tetrahydro-benzathiozole dihydrobromide; et (iv) après l'étape (iii), isoler le 2,6-diamino-4,5,6,7-tetrahydro-benzthiozole.
MA28311A 2002-11-04 2005-06-02 Procede de preparation de 2,6-diamino-4,5,6,7-tetrahydro-benzothiazole MA27534A1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB0225701A GB2394951A (en) 2002-11-04 2002-11-04 One pot synthesis of 2,6-diamino-4,5,6,7-tetrahydro-benzothiazole

Publications (1)

Publication Number Publication Date
MA27534A1 true MA27534A1 (fr) 2005-09-01

Family

ID=9947186

Family Applications (1)

Application Number Title Priority Date Filing Date
MA28311A MA27534A1 (fr) 2002-11-04 2005-06-02 Procede de preparation de 2,6-diamino-4,5,6,7-tetrahydro-benzothiazole

Country Status (25)

Country Link
US (1) US7285669B2 (fr)
EP (1) EP1562921B1 (fr)
JP (1) JP4708792B2 (fr)
KR (1) KR101086844B1 (fr)
CN (1) CN100551918C (fr)
AP (1) AP1882A (fr)
AT (1) ATE396180T1 (fr)
AU (1) AU2003278396B2 (fr)
BR (1) BR0315919A (fr)
CA (1) CA2505179C (fr)
DE (1) DE60321208D1 (fr)
EC (1) ECSP055835A (fr)
GB (1) GB2394951A (fr)
HR (1) HRPK20050403B3 (fr)
IS (1) IS7882A (fr)
MA (1) MA27534A1 (fr)
MX (1) MXPA05004815A (fr)
NO (1) NO20052189L (fr)
NZ (1) NZ539953A (fr)
PL (1) PL376543A1 (fr)
PT (1) PT1562921E (fr)
RU (1) RU2305097C2 (fr)
TN (1) TNSN05125A1 (fr)
WO (1) WO2004041797A1 (fr)
ZA (1) ZA200503548B (fr)

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0221513D0 (en) * 2002-09-17 2002-10-23 Generics Uk Ltd Novel compounds and processes
WO2006012277A2 (fr) * 2004-06-30 2006-02-02 Amr Technology, Inc. Procede biocatalytique de fabrication de pramipexole enrichi enantiomeriquement
EP1761511A1 (fr) * 2004-12-06 2007-03-14 Alembic Limited Procede ameliore de preparation d'un derive de tetrahydrobenzothiazole biologiquement actif
US8518926B2 (en) 2006-04-10 2013-08-27 Knopp Neurosciences, Inc. Compositions and methods of using (R)-pramipexole
CN102160865A (zh) 2006-05-16 2011-08-24 诺普神经科学股份有限公司 R(+)和s(-)普拉克索的组合物以及使用该组合物的方法
US8524695B2 (en) 2006-12-14 2013-09-03 Knopp Neurosciences, Inc. Modified release formulations of (6R)-4,5,6,7-tetrahydro-N6-propyl-2,6-benzothiazole-diamine and methods of using the same
SI22446A (sl) * 2007-02-07 2008-08-31 Krka, Tovarna Zdravil, D.D., Novo Mesto Nov postopek za sintezo pramipeksola in njegovih farmacevtsko sprejemljivih soli
WO2008104847A2 (fr) * 2007-02-26 2008-09-04 Wockhardt Research Centre Procédés de préparation du pramipexole et de ses sels
US8519148B2 (en) 2007-03-14 2013-08-27 Knopp Neurosciences, Inc. Synthesis of chirally purified substituted benzothiazole diamines
CN101429173B (zh) * 2007-11-09 2012-12-05 重庆医药工业研究院有限责任公司 一种普拉克索中间体2,6-二氨基-4,5,6,7-四氢-苯并噻唑的制备方法
JP2012500283A (ja) 2008-08-19 2012-01-05 ノップ ニューロサイエンシーズ、インク． （ｒ）−プラミペキソールを使用した組成物並びにその方法
WO2011021214A2 (fr) * 2009-08-07 2011-02-24 Msn Laboratories Limited Procédé amélioré pour la préparation de (s)-2-amino-4,5,6,7-tétrahydro-6-(propylamino)benzothiazole et de ses sels pharmaceutiquement acceptables
WO2013096816A1 (fr) 2011-12-22 2013-06-27 Biogen Idec Ma Inc. Synthèse améliorée de composés substitués par amine de 4,5,6,7-tétrahydrobenzothiazole
US9662313B2 (en) 2013-02-28 2017-05-30 Knopp Biosciences Llc Compositions and methods for treating amyotrophic lateral sclerosis in responders
RS67279B1 (sr) 2013-07-12 2025-10-31 Areteia Therapeutics Inc Lečenje povišenih nivoa eozinofila i/ili bazofila
US9468630B2 (en) 2013-07-12 2016-10-18 Knopp Biosciences Llc Compositions and methods for treating conditions related to increased eosinophils
EP3033081B1 (fr) 2013-08-13 2021-05-12 Knopp Biosciences LLC Compositions et méthodes pour le traitement de l'urticaire chronique
ES2813674T3 (es) 2013-08-13 2021-03-24 Knopp Biosciences Llc Composiciones y métodos para el tratamiento de trastornos de células plasmáticas y trastornos prolinfocíticos de células b
CN104311507A (zh) * 2013-10-09 2015-01-28 安徽万邦医药科技有限公司 (6s)-2,6-二氨基-4,5,6,7-四氢苯并噻唑的制备方法
CN103613562B (zh) * 2013-11-25 2015-09-30 浙江美诺华药物化学有限公司 一种普拉克索的制备方法
CN107573301B (zh) * 2017-11-08 2020-08-11 江苏长青农化股份有限公司 一种三环唑中间体的制备方法
CN109232471B (zh) * 2018-10-31 2022-05-10 安徽省庆云医药股份有限公司 一种盐酸普拉克索的制备方法
CN111362884A (zh) * 2018-12-26 2020-07-03 江苏神龙药业股份有限公司 一种2,6-二氨基-4,5,6,7-四氢-苯并噻唑的工业化制备方法
CN110734413A (zh) * 2019-12-02 2020-01-31 山东铂源药业有限公司 一种普拉克索中间体2,6-二氨基-4,5,6,7-四氢苯并噻唑的制备方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3447075A1 (de) * 1984-12-22 1986-07-03 Dr. Karl Thomae Gmbh, 7950 Biberach Tetrahydro-benzthiazole, deren herstellung und deren verwendung als zwischenprodukte oder als arzneimittel
DE3572485D1 (en) * 1984-12-22 1989-09-28 Thomae Gmbh Dr K Tetrahydro-benzothiazoles, their production and their use as intermediates or drugs
DE4241013A1 (de) * 1992-12-05 1994-06-09 Boehringer Ingelheim Kg Verwendung von 2-Amino-6-n-propyl-amino-4,5,6,7-tetrahydrobenzothiazol als Arzneimittel mit antidepressiver Wirkung
ES2187249B1 (es) * 2000-09-18 2004-09-16 Synthon Bv Procedimiento para la preparacion de 2-amino-6-(alquil)amino-4,5,6,7-tetrahidrobenzotiazoles.

Also Published As

Publication number Publication date
US20060100256A1 (en) 2006-05-11
CN100551918C (zh) 2009-10-21
ZA200503548B (en) 2006-12-27
CN1735604A (zh) 2006-02-15
AU2003278396B2 (en) 2010-04-01
GB0225701D0 (en) 2002-12-11
AP2005003306A0 (en) 2005-06-30
MXPA05004815A (es) 2005-08-18
KR20050072474A (ko) 2005-07-11
CA2505179C (fr) 2012-10-16
DE60321208D1 (de) 2008-07-03
CA2505179A1 (fr) 2004-05-21
JP2006506412A (ja) 2006-02-23
BR0315919A (pt) 2005-09-20
PT1562921E (pt) 2008-06-11
EP1562921A1 (fr) 2005-08-17
ATE396180T1 (de) 2008-06-15
JP4708792B2 (ja) 2011-06-22
ECSP055835A (es) 2005-11-22
RU2005117364A (ru) 2006-02-27
RU2305097C2 (ru) 2007-08-27
US7285669B2 (en) 2007-10-23
KR101086844B1 (ko) 2011-11-24
WO2004041797A1 (fr) 2004-05-21
NO20052189L (no) 2005-06-03
IS7882A (is) 2005-06-02
EP1562921B1 (fr) 2008-05-21
AP1882A (en) 2008-08-21
HRP20050403A2 (en) 2005-12-31
GB2394951A (en) 2004-05-12
HRPK20050403B3 (en) 2007-05-31
TNSN05125A1 (en) 2007-05-14
AU2003278396A1 (en) 2004-06-07
NZ539953A (en) 2007-11-30
PL376543A1 (pl) 2006-01-09

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