JPS5910346B2 - チオウレアの製法 - Google Patents

チオウレアの製法

Info

Publication number: JPS5910346B2
Authority: JP; Japan
Prior art keywords: formula; thiourea; methyl; lower alkyl; methylthio
Prior art date: 1974-09-02
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

JP50106456A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5154559A (en

Inventor

ジヨンデユラントグラハム

ロビンガネリンチヤ−ロン

レイモンドホワイトジヨ−ジ

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.)

SUMISU KURAIN Ltd

Original Assignee

SUMISU KURAIN 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.)

1974-09-02

Filing date

1975-09-01

Publication date

1984-03-08

1975-09-01 Application filed by SUMISU KURAIN Ltd filed Critical SUMISU KURAIN Ltd

1976-05-13 Publication of JPS5154559A publication Critical patent/JPS5154559A/ja

1984-03-08 Publication of JPS5910346B2 publication Critical patent/JPS5910346B2/ja

Status Expired legal-status Critical Current

Links

UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 title claims description 15
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims description 7
238000004519 manufacturing process Methods 0.000 title claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 7
229910052739 hydrogen Inorganic materials 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
150000001412 amines Chemical class 0.000 claims description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 claims description 2
239000012990 dithiocarbamate Substances 0.000 claims description 2
239000000126 substance Substances 0.000 claims 3
150000001875 compounds Chemical class 0.000 description 9
238000000034 method Methods 0.000 description 8
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 2
NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 2
SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
150000002540 isothiocyanates Chemical class 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
239000002904 solvent Substances 0.000 description 2
JEOZNMMOIBLWLV-UHFFFAOYSA-N 2-[(5-methyl-1h-imidazol-4-yl)methylsulfanyl]ethanamine Chemical compound CC=1N=CNC=1CSCCN JEOZNMMOIBLWLV-UHFFFAOYSA-N 0.000 description 1
XSAXLPYZTXJUDU-UHFFFAOYSA-N 2-[(5-methyl-1h-imidazol-4-yl)methylsulfanyl]ethylthiourea Chemical compound CC=1N=CNC=1CSCCNC(N)=S XSAXLPYZTXJUDU-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
XMYLSWOTJKUSHE-UHFFFAOYSA-N cyanamide;lead Chemical compound [Pb].NC#N XMYLSWOTJKUSHE-UHFFFAOYSA-N 0.000 description 1
QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical class NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
239000002552 dosage form Substances 0.000 description 1
238000000921 elemental analysis Methods 0.000 description 1
230000027119 gastric acid secretion Effects 0.000 description 1
229910001385 heavy metal Inorganic materials 0.000 description 1
229960001340 histamine Drugs 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
125000002883 imidazolyl group Chemical group 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
-1 lead cyanamide Chemical compound 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)

JP50106456A 1974-09-02 1975-09-01 チオウレアの製法 Expired JPS5910346B2 (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GB3825674		1974-09-02
GB3825674A GB1533379A (en)	1974-09-02	1974-09-02	Process for the preparation of heterocyclic substituted ureas

Publications (2)

Publication Number	Publication Date
JPS5154559A JPS5154559A (en)	1976-05-13
JPS5910346B2 true JPS5910346B2 (ja)	1984-03-08

Family

ID=10402289

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP50106456A Expired JPS5910346B2 (ja)	1974-09-02	1975-09-01	チオウレアの製法

Country Status (3)

Country	Link
JP (1)	JPS5910346B2 (fr)
BE (1)	BE832661A (fr)
GB (1)	GB1533379A (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NZ186965A (en)	1977-04-20	1980-02-21	Ici Ltd	Guanidino derivatives and pharmaceutical compositions
US4165378A (en)	1977-04-20	1979-08-21	Ici Americas Inc.	Guanidine derivatives of imidazoles and thiazoles
EP0006679B1 (fr)	1978-05-24	1982-07-21	Imperial Chemical Industries Plc	Dérivés antisécréteurs de thiadiazole, procédé pour leur préparation et compositions pharmaceutiques les contenant
EP0014057B1 (fr)	1979-01-18	1985-01-02	Imperial Chemical Industries Plc	Dérivés de la guanidine, procédés pour leur préparation et compositions pharmaceutiques les contenant

1974
- 1974-09-02 GB GB3825674A patent/GB1533379A/en not_active Expired
1975
- 1975-08-22 BE BE159391A patent/BE832661A/fr not_active IP Right Cessation
- 1975-09-01 JP JP50106456A patent/JPS5910346B2/ja not_active Expired

Also Published As

Publication number	Publication date
BE832661A (fr)	1976-02-23
JPS5154559A (en)	1976-05-13
GB1533379A (en)	1978-11-22

Publication	Publication Date	Title
FI91152C (fi)	1994-05-25	Menetelmä terapeuttisesti aktiivisten bentsimidatsolijohdannaisten valmistamiseksi
US4013678A (en)	1977-03-22	Process for preparing heterocyclicalkylthioalkyl-n-cyanoguanidines
EP0017152B1 (fr)	1983-01-26	Pyrazinoylguanidines substituées par des hétérocycles, leurs procédés de préparation et composition pharmaceutique les contenant
HU180045B (en)	1983-01-28	Process for producing new amino-thiasole derivatives
JPS609755B2 (ja)	1985-03-12	異項環式化合物
CA1062263A (fr)	1979-09-11	Composes antagoniste de l'histamine (recepteur h-2)
JPS5946222B2 (ja)	1984-11-10	グアニジン化合物の製法
EP0700911B1 (fr)	2001-03-28	Dérivés d'imidazole à activité anti-HIV
JPS62252780A (ja)	1987-11-04	新規なインデノチアゾ−ル誘導体及びその製造法
DE69329385T2 (de)	2001-01-04	Thiazolin-derivate
JPS6047259B2 (ja)	1985-10-21	グアニジン化合物の製法
HU180429B (en)	1983-03-28	Process for producing 2-bromo-6-fluoro-n-2-imidasolidinilidine-benzamine and acid addi ional salts of antihypertensive activity
JPS6249270B2 (fr)	1987-10-19
US4158013A (en)	1979-06-12	N-Cyano-N'-alkynyl-N"-2-mercaptoethylguanidines
JPS5910345B2 (ja)	1984-03-08	チオウレア化合物の製法
US4157340A (en)	1979-06-05	N,N'-[Bis(N-cyanoguanyl)]cystamine derivatives
JPS632967A (ja)	1988-01-07	グアニジン用のアミジンスルホン酸中間生成物の製造方法
JPS5949221B2 (ja)	1984-12-01	３−アシルアミノ−４−ホモイソツイスタンの製造法
JPS6410512B2 (fr)	1989-02-22
FI65428C (fi)	1984-05-10	Foerfarande foer framstaellning av farmakologiskt vaerdefulla 2-fenylamino-imidazolin(2) derivat
JPH06102656B2 (ja)	1994-12-14	ラニチジンの製法
JP3081359B2 (ja)	2000-08-28	２−アミノ−１−フェニル−１−エタノール誘導体
JPS6272680A (ja)	1987-04-03	ラニチジン又はその酸付加塩の製造方法
US4219647A (en)	1980-08-26	Certain amides of prostacyclin and related compounds
US4171325A (en)	1979-10-16	Chemical process