FR2116244A1 - Alkylene diamines - and phosphoramides - from bromoalkylamines and diesterified orthophosphoric acid halides - Google Patents
Alkylene diamines - and phosphoramides - from bromoalkylamines and diesterified orthophosphoric acid halidesInfo
- Publication number
- FR2116244A1 FR2116244A1 FR7042948A FR7042948A FR2116244A1 FR 2116244 A1 FR2116244 A1 FR 2116244A1 FR 7042948 A FR7042948 A FR 7042948A FR 7042948 A FR7042948 A FR 7042948A FR 2116244 A1 FR2116244 A1 FR 2116244A1
- Authority
- FR
- France
- Prior art keywords
- diesterified
- orthophosphoric acid
- alkylene diamines
- bromoalkylamines
- phosphoramides
- 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.)
- Withdrawn
Links
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 title abstract 3
- 125000005263 alkylenediamine group Chemical group 0.000 title abstract 2
- -1 orthophosphoric acid halides Chemical class 0.000 title abstract 2
- 235000011007 phosphoric acid Nutrition 0.000 title abstract 2
- 150000008039 phosphoramides Chemical class 0.000 title 1
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 238000005642 Gabriel synthesis reaction Methods 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical compound NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 abstract 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/08—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
-
- 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
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2454—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic
- C07F9/2458—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic of aliphatic amines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Alkylene diamines are prepd. by (i) reaction of a diesterified orthophosphoric acid halife with a bromoalkylamine (of 2-3 C, having at least one free hydrogen on the N), (ii) reaction of the prodt. with a pri- or sec.-amine to give an N-(aminoalkyl)phosphoramide, and (iii) acid hydrolysis. The cpds. of formula: (AO)2PO.NR.CnH2n-Am (where A = lower alkyl or Ph; R2 = H, Me or Et; n = 2 or 3; Am = n-PrNH-, n-BuNH-, iso-BuNH-, Et2N-, Ph2N-, pyrrolidino, morpholino or piperidino). Yields are higher than the Gabriel synthesis and less heating is required. Method also allows different end amino gps. to be attached.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7042948A FR2116244A1 (en) | 1970-11-30 | 1970-11-30 | Alkylene diamines - and phosphoramides - from bromoalkylamines and diesterified orthophosphoric acid halides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7042948A FR2116244A1 (en) | 1970-11-30 | 1970-11-30 | Alkylene diamines - and phosphoramides - from bromoalkylamines and diesterified orthophosphoric acid halides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2116244A1 true FR2116244A1 (en) | 1972-07-13 |
Family
ID=9064924
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7042948A Withdrawn FR2116244A1 (en) | 1970-11-30 | 1970-11-30 | Alkylene diamines - and phosphoramides - from bromoalkylamines and diesterified orthophosphoric acid halides |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2116244A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01261394A (en) * | 1988-04-11 | 1989-10-18 | Nippon Chemiphar Co Ltd | Novel alkylenediamine derivative and glutamic acid blocker |
-
1970
- 1970-11-30 FR FR7042948A patent/FR2116244A1/en not_active Withdrawn
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01261394A (en) * | 1988-04-11 | 1989-10-18 | Nippon Chemiphar Co Ltd | Novel alkylenediamine derivative and glutamic acid blocker |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |