JPS5594350A - Preparation of alpha-azido aromatic acetic acid - Google Patents
Preparation of alpha-azido aromatic acetic acidInfo
- Publication number
- JPS5594350A JPS5594350A JP16579A JP16579A JPS5594350A JP S5594350 A JPS5594350 A JP S5594350A JP 16579 A JP16579 A JP 16579A JP 16579 A JP16579 A JP 16579A JP S5594350 A JPS5594350 A JP S5594350A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- acetic acid
- aromatic
- alpha
- preparation
- 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.)
- Granted
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title abstract 9
- 125000003118 aryl group Chemical group 0.000 title abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000003242 anti bacterial agent Substances 0.000 abstract 2
- 229940088710 antibiotic agent Drugs 0.000 abstract 2
- 239000012736 aqueous medium Substances 0.000 abstract 2
- 150000003934 aromatic aldehydes Chemical class 0.000 abstract 2
- 150000001540 azides Chemical class 0.000 abstract 2
- 239000003607 modifier Substances 0.000 abstract 2
- IVRMZWNICZWHMI-UHFFFAOYSA-N Azide Chemical compound [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 abstract 1
- 229930186147 Cephalosporin Natural products 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 229930182555 Penicillin Natural products 0.000 abstract 1
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical group 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 229940124587 cephalosporin Drugs 0.000 abstract 1
- 150000001780 cephalosporins Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229940049954 penicillin Drugs 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To obtain the title compound useful as a modifier for antibiotics or its intermediate, in one step, by using an easily avilable aromatic aldehyde, azid, etc. as a starting meterial.
CONSTITUTION: A 2,2,2-trihalo-1-aryl-ethanol of formula I [Ar is (un)substituted aromatic group; X is halogen] is reacted with an azide of formula V (M is alkali metal) in the presence of a base in an aqueous medium to give an α-azido aromatic acetic acid of formula I. Alternatively, an aromatic aldehyde of formula III is reacted with a trihalomethane of formula IV and an azide of formula V in an aqueous medium to form the compound of formula I. Both of the reactions are in one step, respectively. An α-amino aromatic acetic acid, obtained by reducing the compound of formula I, is a modifier for synthetic penicillin and cephalosporin antibiotics.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16579A JPS602301B2 (en) | 1979-01-08 | 1979-01-08 | Method for producing α-azidoaryl acetic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16579A JPS602301B2 (en) | 1979-01-08 | 1979-01-08 | Method for producing α-azidoaryl acetic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5594350A true JPS5594350A (en) | 1980-07-17 |
| JPS602301B2 JPS602301B2 (en) | 1985-01-21 |
Family
ID=11466415
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16579A Expired JPS602301B2 (en) | 1979-01-08 | 1979-01-08 | Method for producing α-azidoaryl acetic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS602301B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0118934A1 (en) * | 1983-02-14 | 1984-09-19 | Océ-Andeno B.V. | Optically active alpha-azido-p-hydroxyphenylacetic acid and its salts, and the preparation thereof |
-
1979
- 1979-01-08 JP JP16579A patent/JPS602301B2/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0118934A1 (en) * | 1983-02-14 | 1984-09-19 | Océ-Andeno B.V. | Optically active alpha-azido-p-hydroxyphenylacetic acid and its salts, and the preparation thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS602301B2 (en) | 1985-01-21 |
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