NO134587B - - Google Patents
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- Publication number
- NO134587B NO134587B NO258/71A NO25871A NO134587B NO 134587 B NO134587 B NO 134587B NO 258/71 A NO258/71 A NO 258/71A NO 25871 A NO25871 A NO 25871A NO 134587 B NO134587 B NO 134587B
- Authority
- NO
- Norway
- Prior art keywords
- diamine
- thiourea
- urea
- mixtures
- parts
- Prior art date
Links
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 27
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 18
- 150000004985 diamines Chemical class 0.000 claims description 17
- 239000000203 mixture Substances 0.000 claims description 16
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 12
- 239000004202 carbamide Substances 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 125000003277 amino group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000004427 diamine group Chemical group 0.000 claims 2
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 15
- 238000000034 method Methods 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- -1 aliphatic diamine Chemical class 0.000 description 2
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- 239000013067 intermediate product Substances 0.000 description 2
- 229940018564 m-phenylenediamine Drugs 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 150000003566 thiocarboxylic acids Chemical class 0.000 description 2
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PWSKHLMYTZNYKO-UHFFFAOYSA-N heptane-1,7-diamine Chemical compound NCCCCCCCN PWSKHLMYTZNYKO-UHFFFAOYSA-N 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/54—Spiro-condensed
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Polyamides (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US589670A | 1970-01-26 | 1970-01-26 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO134587B true NO134587B (nl) | 1976-08-02 |
| NO134587C NO134587C (nl) | 1976-11-10 |
Family
ID=21718251
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO258/71A NO134587C (nl) | 1970-01-26 | 1971-01-25 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US3654305A (nl) |
| JP (1) | JPS5320504B1 (nl) |
| BE (1) | BE760838A (nl) |
| CA (1) | CA990729A (nl) |
| CH (1) | CH533104A (nl) |
| DE (1) | DE2103577A1 (nl) |
| DK (1) | DK127814C (nl) |
| ES (1) | ES387120A1 (nl) |
| FR (1) | FR2081457B1 (nl) |
| GB (1) | GB1308281A (nl) |
| IL (1) | IL35906A (nl) |
| NL (1) | NL172151C (nl) |
| NO (1) | NO134587C (nl) |
| SE (1) | SE373135B (nl) |
| ZA (1) | ZA71472B (nl) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3714186A (en) * | 1971-06-02 | 1973-01-30 | Upjohn Co | 7-(1-pyrrolidinyl)-endo-7-norcaranol and its method of preparation |
| US4183857A (en) * | 1978-07-06 | 1980-01-15 | Shell Oil Company | 3-Benzyl-3-azabicyclo(3.1.0)hexane-2,4-dione |
| EP1802601A1 (en) * | 2004-09-20 | 2007-07-04 | Targacept, Inc. | Azaspiroalkene and azapiroalkane compounds with nicotinic cholinergic receptor activity |
| WO2016067043A1 (en) | 2014-10-31 | 2016-05-06 | Indivior Uk Limited | Dopamine d3 receptor antagonists compounds |
| CN108383839B (zh) * | 2018-05-02 | 2019-10-11 | 常州大学 | 1,5-氮杂螺[2,4]庚烷类生物碱及其用途 |
-
1970
- 1970-01-26 US US5896A patent/US3654305A/en not_active Expired - Lifetime
- 1970-12-16 DK DK639370AA patent/DK127814C/da not_active IP Right Cessation
- 1970-12-24 BE BE760838A patent/BE760838A/xx not_active IP Right Cessation
- 1970-12-25 IL IL35906A patent/IL35906A/xx unknown
-
1971
- 1971-01-09 ES ES387120A patent/ES387120A1/es not_active Expired
- 1971-01-12 GB GB149971A patent/GB1308281A/en not_active Expired
- 1971-01-15 NL NLAANVRAGE7100576,A patent/NL172151C/nl not_active IP Right Cessation
- 1971-01-20 CA CA103,232A patent/CA990729A/en not_active Expired
- 1971-01-25 CH CH108071A patent/CH533104A/fr not_active IP Right Cessation
- 1971-01-25 NO NO258/71A patent/NO134587C/no unknown
- 1971-01-25 FR FR717102363A patent/FR2081457B1/fr not_active Expired
- 1971-01-25 SE SE7100829A patent/SE373135B/xx unknown
- 1971-01-25 ZA ZA710472A patent/ZA71472B/xx unknown
- 1971-01-26 DE DE19712103577 patent/DE2103577A1/de not_active Withdrawn
- 1971-01-26 JP JP224971A patent/JPS5320504B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| NO134587C (nl) | 1976-11-10 |
| IL35906A0 (en) | 1971-02-25 |
| DK127814C (da) | 1974-06-04 |
| NL172151B (nl) | 1983-02-16 |
| SE373135B (nl) | 1975-01-27 |
| CA990729A (en) | 1976-06-08 |
| GB1308281A (en) | 1973-02-21 |
| ES387120A1 (es) | 1974-01-01 |
| CH533104A (fr) | 1973-01-31 |
| BE760838A (fr) | 1971-05-27 |
| ZA71472B (en) | 1971-11-24 |
| FR2081457B1 (nl) | 1974-02-15 |
| NL7100576A (nl) | 1971-07-28 |
| DK127814B (nl) | 1974-01-14 |
| NL172151C (nl) | 1983-07-18 |
| US3654305A (en) | 1972-04-04 |
| IL35906A (en) | 1973-03-30 |
| JPS5320504B1 (nl) | 1978-06-27 |
| DE2103577A1 (de) | 1971-08-05 |
| FR2081457A1 (nl) | 1971-12-03 |
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