DE860066C - Verfahren zur Herstellung von Ketoaminoalkoholderivaten - Google Patents
Verfahren zur Herstellung von KetoaminoalkoholderivatenInfo
- Publication number
- DE860066C DE860066C DEP5177D DEP0005177D DE860066C DE 860066 C DE860066 C DE 860066C DE P5177 D DEP5177 D DE P5177D DE P0005177 D DEP0005177 D DE P0005177D DE 860066 C DE860066 C DE 860066C
- Authority
- DE
- Germany
- Prior art keywords
- acyl
- ketoamino
- preparation
- alcohol derivatives
- general formula
- 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 ketoamino alcohol derivatives Chemical class 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
- 230000010933 acylation Effects 0.000 claims description 4
- 238000005917 acylation reaction Methods 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 150000001266 acyl halides Chemical class 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- HTLZVHNRZJPSMI-UHFFFAOYSA-N N-ethylpiperidine Chemical compound CCN1CCCCC1 HTLZVHNRZJPSMI-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000007530 organic bases Chemical group 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US271929XA | 1948-08-24 | 1948-08-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE860066C true DE860066C (de) | 1952-12-18 |
Family
ID=21836248
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEP98A Expired DE855264C (de) | 1948-08-24 | 1949-10-25 | Verfahren zur Herstellung von Acylaminodiolen |
| DEP5178A Expired DE860067C (de) | 1948-08-24 | 1949-10-25 | Verfahren zur Herstellung von Ketoacylaminoalkoholen |
| DEP5177D Expired DE860066C (de) | 1948-08-24 | 1949-10-25 | Verfahren zur Herstellung von Ketoaminoalkoholderivaten |
| DE1949P0005179 Expired DE860068C (de) | 1948-08-24 | 1949-10-25 | Herstellung von Aminodiolen |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEP98A Expired DE855264C (de) | 1948-08-24 | 1949-10-25 | Verfahren zur Herstellung von Acylaminodiolen |
| DEP5178A Expired DE860067C (de) | 1948-08-24 | 1949-10-25 | Verfahren zur Herstellung von Ketoacylaminoalkoholen |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1949P0005179 Expired DE860068C (de) | 1948-08-24 | 1949-10-25 | Herstellung von Aminodiolen |
Country Status (6)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2681364A (en) * | 1951-10-27 | 1954-06-15 | Parke Davis & Co | Process for the production of 1-p-nitrophenyl-2-acylamidopropane-1,3-diols |
-
0
- NL NL67749D patent/NL67749C/xx active
- NL NL666608250A patent/NL144893B/xx unknown
-
1949
- 1949-02-15 FR FR980961D patent/FR980961A/fr not_active Expired
- 1949-02-15 GB GB2666/52A patent/GB688109A/en not_active Expired
- 1949-02-15 GB GB2665/52A patent/GB688108A/en not_active Expired
- 1949-02-15 GB GB26696/51A patent/GB688107A/en not_active Expired
- 1949-02-15 GB GB4142/49A patent/GB688023A/en not_active Expired
- 1949-03-14 CH CH285358D patent/CH285358A/fr unknown
- 1949-03-14 CH CH285364D patent/CH285364A/fr unknown
- 1949-03-14 CH CH285361D patent/CH285361A/fr unknown
- 1949-03-14 CH CH285137D patent/CH285137A/fr unknown
- 1949-03-14 CH CH285360D patent/CH285360A/fr unknown
- 1949-03-14 CH CH285362D patent/CH285362A/fr unknown
- 1949-03-14 CH CH282087D patent/CH282087A/fr unknown
- 1949-03-14 CH CH285357D patent/CH285357A/fr unknown
- 1949-03-14 CH CH285359D patent/CH285359A/fr unknown
- 1949-03-14 CH CH285363D patent/CH285363A/fr unknown
- 1949-03-14 CH CH285356D patent/CH285356A/fr unknown
- 1949-03-14 CH CH271929D patent/CH271929A/fr unknown
- 1949-03-14 CH CH282086D patent/CH282086A/fr unknown
- 1949-10-25 DE DEP98A patent/DE855264C/de not_active Expired
- 1949-10-25 DE DEP5178A patent/DE860067C/de not_active Expired
- 1949-10-25 DE DEP5177D patent/DE860066C/de not_active Expired
- 1949-10-25 DE DE1949P0005179 patent/DE860068C/de not_active Expired
-
1953
- 1953-11-26 CY CY10556A patent/CY104A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH285364A (fr) | 1952-08-31 |
| CH285359A (fr) | 1952-08-31 |
| FR980961A (fr) | 1951-05-21 |
| CH285137A (fr) | 1952-08-31 |
| GB688107A (en) | 1953-02-25 |
| CY104A (en) | 1953-11-26 |
| CH285357A (fr) | 1952-08-31 |
| CH282086A (fr) | 1952-04-15 |
| DE855264C (de) | 1952-11-10 |
| CH282087A (fr) | 1952-04-15 |
| CH285362A (fr) | 1952-08-31 |
| CH285360A (fr) | 1952-08-31 |
| DE860067C (de) | 1952-12-18 |
| GB688108A (en) | 1953-02-25 |
| CH285361A (fr) | 1952-08-31 |
| GB688023A (en) | 1953-02-25 |
| GB688109A (en) | 1953-02-25 |
| NL144893B (nl) | |
| CH271929A (fr) | 1950-11-30 |
| CH285356A (fr) | 1952-08-31 |
| CH285358A (fr) | 1952-08-31 |
| DE860068C (de) | 1952-12-18 |
| NL67749C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| CH285363A (fr) | 1952-08-31 |
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