GB856421A - Method for preparing sulfenamides - Google Patents
Method for preparing sulfenamidesInfo
- Publication number
- GB856421A GB856421A GB16689/57A GB1668957A GB856421A GB 856421 A GB856421 A GB 856421A GB 16689/57 A GB16689/57 A GB 16689/57A GB 1668957 A GB1668957 A GB 1668957A GB 856421 A GB856421 A GB 856421A
- Authority
- GB
- United Kingdom
- Prior art keywords
- disulphide
- bis
- oxazyl
- imidazyl
- thiazyl
- 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
Links
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- DXUUXWKFVDVHIK-UHFFFAOYSA-N ambenonium chloride Chemical group [Cl-].[Cl-].C=1C=CC=C(Cl)C=1C[N+](CC)(CC)CCNC(=O)C(=O)NCC[N+](CC)(CC)CC1=CC=CC=C1Cl DXUUXWKFVDVHIK-UHFFFAOYSA-N 0.000 abstract 2
- -1 cycloaliphatic Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- UIOKLEZTPFZUMQ-UHFFFAOYSA-N 2-(1h-imidazol-2-yldisulfanyl)-1h-imidazole Chemical compound N=1C=CNC=1SSC1=NC=CN1 UIOKLEZTPFZUMQ-UHFFFAOYSA-N 0.000 abstract 1
- QDHHCQZDFGDHMP-UHFFFAOYSA-N Chloramine Chemical compound ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract 1
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000005936 piperidyl group Chemical group 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 150000003335 secondary amines Chemical class 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/20—Two benzimidazolyl-2 radicals linked together directly or via a hydrocarbon or substituted hydrocarbon radical
-
- 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
- C07D277/70—Sulfur atoms
- C07D277/76—Sulfur atoms attached to a second hetero atom
- C07D277/80—Sulfur atoms attached to a second hetero atom to a nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Sulphenamides are prepared by reacting in an inert water-miscible solvent (a) a 2:21-bis (thiazyl) disulphide, 2:21-bis (oxazyl) disulphide or 2:21-bis (imidazyl) disulphide with (b) a secondary amine of the formula: RR1NH, in which R and R1 are aliphatic, cycloaliphatic, aralkyl, furfuryl or tetrahydrofurfuryl radicals, or together with the nitrogen atom to which they are attached are joined to form a saturated monocyclic heterocyclic ring, (c) an N-chloramine of an amine selected from the same class as in (b) and (d) an alkali metal salt of carbonic acid, followed by treatment with water and separation of the sulphenamide. When combined with the nitrogen atom, R and R1 may represent a piperidyl, morpholyl or piperazyl radical. The thiazyl, oxazyl and imidazyl radicals in the disulphide reactants may contain alkyl or phenyl substituents or fused on benzene, tetrahydrobenzene or naphthalene rings.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US856421XA | 1956-11-20 | 1956-11-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB856421A true GB856421A (en) | 1960-12-14 |
Family
ID=22192987
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB16689/57A Expired GB856421A (en) | 1956-11-20 | 1957-05-27 | Method for preparing sulfenamides |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB856421A (en) |
-
1957
- 1957-05-27 GB GB16689/57A patent/GB856421A/en not_active Expired
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