GB910893A - Novel n-substituted carbamyl phosphates and a process for their production - Google Patents
Novel n-substituted carbamyl phosphates and a process for their productionInfo
- Publication number
- GB910893A GB910893A GB1365560A GB1365560A GB910893A GB 910893 A GB910893 A GB 910893A GB 1365560 A GB1365560 A GB 1365560A GB 1365560 A GB1365560 A GB 1365560A GB 910893 A GB910893 A GB 910893A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbamyl
- phenyl
- radical
- organic
- butyl
- 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
- -1 carbamyl phosphates Chemical class 0.000 title abstract 5
- 229910019142 PO4 Inorganic materials 0.000 title abstract 3
- 235000021317 phosphate Nutrition 0.000 title abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- FSOVWNPTPYEZQV-UHFFFAOYSA-N (2-phosphonooxyphenyl) N-butylcarbamate Chemical compound CCCCNC(=O)OC1=CC=CC=C1OP(=O)(O)O FSOVWNPTPYEZQV-UHFFFAOYSA-N 0.000 abstract 1
- RFIPAHGNEAYKKS-UHFFFAOYSA-N CCCCNC(OC(C=C(C=C1)Cl)=C1OP(O)(O)=O)=O Chemical compound CCCCNC(OC(C=C(C=C1)Cl)=C1OP(O)(O)=O)=O RFIPAHGNEAYKKS-UHFFFAOYSA-N 0.000 abstract 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical class CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 1
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine group Chemical group [C@@H]1([C@H](O)[C@H](O)[C@@H](CO)O1)N1C=NC=2C(N)=NC=NC12 OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000000068 chlorophenyl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000645 desinfectant Substances 0.000 abstract 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 abstract 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 abstract 1
- 159000000011 group IA salts Chemical class 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 150000007529 inorganic bases Chemical class 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 150000002500 ions Chemical class 0.000 abstract 1
- 239000012948 isocyanate Substances 0.000 abstract 1
- 150000002513 isocyanates Chemical class 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 229940127557 pharmaceutical product Drugs 0.000 abstract 1
- SVWJMIKNKSGDPS-UHFFFAOYSA-N phosphono N-butylcarbamate Chemical compound C(CCC)NC(=O)OP(O)(O)=O SVWJMIKNKSGDPS-UHFFFAOYSA-N 0.000 abstract 1
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 abstract 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 abstract 1
- 229910000027 potassium carbonate Inorganic materials 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/095—Compounds containing the structure P(=O)-O-acyl, P(=O)-O-heteroatom, P(=O)-O-CN
- C07F9/096—Compounds containing the structure P(=O)-O-C(=X)- (X = O, S, Se)
Landscapes
- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Saccharide Compounds (AREA)
Abstract
N - substituted carbamyl phosphates are obtained by reacting an organic isocyanate with a salt obtainable by neutralising one or two of the hydroxyl groups of a phosphoric acid of the general formula RO.P(O)(OH)2 wherein OR is a free or an esterified hydroxyl group, R being a hydrogen atom or an esterforming organic radical and R being a hydrogen atom when the two hydroxyl groups are neutralised into salt form. The invention also includes carbamyl phosphates having the following formulae (1):- <FORM:0910893/IV (b)/1> wherein R1 is a hydrogen atom or an esterforming organic radical, R2 is an organic radical attached to the N atom through a carbon atom of said radical and B+ represents a positive ion derived from a base, (2):- <FORM:0910893/IV (b)/2> wherein R2 and B+ are as defined above and (3):- <FORM:0910893/IV (b)/3> wherein R11 and R2 are the same or different organic radicals attached to the nitrogen atom through a carbon atom of said radical and B+ is as defined above. The radical R may be phenyl, substituted phenyl e.g. chlorophenyl, benzyl, a glycol or monomethyl glycol ether group, a tetraacetyl glucosyl group or the adenosine group and R2 may be an alkyl or aryl group, e.g. butyl, phenyl or substituted phenyl e.g. nitro-, methoxy- or ethoxy-phenyl. The base, used to neutralise the hydroxyl group or groups may be organic, e.g. a tertiary amine, or an inorganic base or alkaline salt e.g. potassium carbonate. The reaction is preferably effected at below 80 DEG C. Several examples are given and among the products specified are the triethyl ammonium salt of N - n - butyl-carbamyl-O-p-chlorophenyl phosphate and of N-n-butyl-carbamyl phosphate, the potassium salt of N-n-butyl-carbamyl-O-phenyl phosphate, and compounds of the formulae:- <FORM:0910893/IV (b)/4> The products are useful as intermediates for the production of pharmaceutical products, disinfectants and insecticides.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC18840A DE1137429B (en) | 1959-04-21 | 1959-04-21 | Process for the preparation of carbamyl phosphates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB910893A true GB910893A (en) | 1962-11-21 |
Family
ID=7016518
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1365560A Expired GB910893A (en) | 1959-04-21 | 1960-04-19 | Novel n-substituted carbamyl phosphates and a process for their production |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1137429B (en) |
| GB (1) | GB910893A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3352848A (en) * | 1964-02-05 | 1967-11-14 | Blattmann & Co | Process for the modification of polysaccharides |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE512221A (en) * | 1951-06-19 | |||
| DE963872C (en) * | 1955-09-08 | 1957-05-16 | Bayer Ag | Process for the preparation of thiophosphoric acid esters |
-
1959
- 1959-04-21 DE DEC18840A patent/DE1137429B/en active Pending
-
1960
- 1960-04-19 GB GB1365560A patent/GB910893A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3352848A (en) * | 1964-02-05 | 1967-11-14 | Blattmann & Co | Process for the modification of polysaccharides |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1137429B (en) | 1962-10-04 |
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