CS268815B2 - Method of (1-amino-3(/(2-//(diaminomethylene)amino//4-thiazolyl)methyl/-thio)propylidene)sulphuric diamide production - Google Patents
Method of (1-amino-3(/(2-//(diaminomethylene)amino//4-thiazolyl)methyl/-thio)propylidene)sulphuric diamide production Download PDFInfo
- Publication number
- CS268815B2 CS268815B2 CS862859A CS285986A CS268815B2 CS 268815 B2 CS268815 B2 CS 268815B2 CS 862859 A CS862859 A CS 862859A CS 285986 A CS285986 A CS 285986A CS 268815 B2 CS268815 B2 CS 268815B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- amino
- thiazolyl
- methyl
- propylidene
- thio
- Prior art date
Links
- -1 diaminomethylene Chemical group 0.000 title claims abstract description 8
- 238000000034 method Methods 0.000 title claims description 9
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 title claims 2
- KDDQRKBRJSGMQE-UHFFFAOYSA-N 4-thiazolyl Chemical group [C]1=CSC=N1 KDDQRKBRJSGMQE-UHFFFAOYSA-N 0.000 title abstract description 3
- OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical group [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 title description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 title description 2
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 24
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000002904 solvent Substances 0.000 claims abstract description 5
- KQJQICVXLJTWQD-UHFFFAOYSA-N N-Methylthiourea Chemical class CNC(N)=S KQJQICVXLJTWQD-UHFFFAOYSA-N 0.000 claims abstract description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims abstract description 3
- 229910021653 sulphate ion Inorganic materials 0.000 claims abstract 2
- 239000000203 mixture Substances 0.000 claims description 7
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 238000002955 isolation Methods 0.000 claims description 2
- 239000000376 reactant Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims 1
- 239000012429 reaction media Substances 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 3
- 125000000446 sulfanediyl group Chemical group *S* 0.000 abstract description 3
- CYTBGFIRFKSJPV-UHFFFAOYSA-N 1-sulfamoyliminopropane Chemical compound C(CC)=NS(=O)(=O)N CYTBGFIRFKSJPV-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 230000002496 gastric effect Effects 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 241001212054 Aucha Species 0.000 description 1
- 229910000906 Bronze Inorganic materials 0.000 description 1
- MRJAPHZBWMVAAC-UHFFFAOYSA-N C(CC)=[SH2] Chemical compound C(CC)=[SH2] MRJAPHZBWMVAAC-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 208000007107 Stomach Ulcer Diseases 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000010974 bronze Substances 0.000 description 1
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 208000000718 duodenal ulcer Diseases 0.000 description 1
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- NNBBQNFHCVVQHZ-UHFFFAOYSA-N methyl carbamimidothioate;sulfuric acid Chemical compound CSC(N)=N.OS(O)(=O)=O NNBBQNFHCVVQHZ-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical group [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES542806A ES542806A0 (es) | 1985-05-03 | 1985-05-03 | Procedimiento para la obtencion de (1-amino-3-(((2-((diami- nometilen)amino)-4-tiazolil)metil)tio)propiliden)sulfamida |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS285986A2 CS285986A2 (en) | 1989-08-14 |
| CS268815B2 true CS268815B2 (en) | 1990-04-11 |
Family
ID=8489134
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS862859A CS268815B2 (en) | 1985-05-03 | 1986-04-18 | Method of (1-amino-3(/(2-//(diaminomethylene)amino//4-thiazolyl)methyl/-thio)propylidene)sulphuric diamide production |
Country Status (3)
| Country | Link |
|---|---|
| CS (1) | CS268815B2 (es) |
| ES (1) | ES542806A0 (es) |
| YU (1) | YU44547B (es) |
-
1985
- 1985-05-03 ES ES542806A patent/ES542806A0/es active Granted
-
1986
- 1986-03-17 YU YU403/86A patent/YU44547B/xx unknown
- 1986-04-18 CS CS862859A patent/CS268815B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| YU44547B (en) | 1990-08-31 |
| YU40386A (en) | 1987-10-31 |
| CS285986A2 (en) | 1989-08-14 |
| ES8603437A1 (es) | 1985-12-16 |
| ES542806A0 (es) | 1985-12-16 |
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