JPS5572140A - Preparation of 4-allyloxy-3,5-disubstituted-phenylacetic acid - Google Patents
Preparation of 4-allyloxy-3,5-disubstituted-phenylacetic acidInfo
- Publication number
- JPS5572140A JPS5572140A JP14458578A JP14458578A JPS5572140A JP S5572140 A JPS5572140 A JP S5572140A JP 14458578 A JP14458578 A JP 14458578A JP 14458578 A JP14458578 A JP 14458578A JP S5572140 A JPS5572140 A JP S5572140A
- Authority
- JP
- Japan
- Prior art keywords
- disubstituted
- allyloxy
- formula
- reaction
- phenylthioacetyl
- 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.)
- Pending
Links
- 229960003424 phenylacetic acid Drugs 0.000 title 1
- 239000003279 phenylacetic acid Substances 0.000 title 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000003814 drug Substances 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 229940073735 4-hydroxy acetophenone Drugs 0.000 abstract 1
- 238000005672 Willgerodt-Kindler rearrangement reaction Methods 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000001741 anti-phlogistic effect Effects 0.000 abstract 1
- 230000001754 anti-pyretic effect Effects 0.000 abstract 1
- 230000002921 anti-spasmodic effect Effects 0.000 abstract 1
- 239000002221 antipyretic Substances 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- 231100000331 toxic Toxicity 0.000 abstract 1
- 230000002588 toxic effect Effects 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To obtain a low toxic medicine exhibiting analgesic, antipyretic and antiphlogistic actions, etc., easily in one step, by the hydrolysis of a new 4-(4-allyloxy- 3,5-disubstituted-phenylthioacetyl)morpholine as a starting material.
CONSTITUTION: 4-Allyloxy-3,5-disubstituted-acetophenone of formula III, which is obtained by the reaction of allyl bromide and 3,5-disubstituted-4-hydroxyacetophenone of formula IV, is subjected to Willgerodt Kindler reaction, to obtain new 4-(4-allyloxy-3,5-disubstituted-phenylthioacetyl)morpholine of formula I. Then, the compound I is hydrolyzed, to obtain the desired compound of formula II (R1 is halogen or alkyl; R2 is H or halogen).
EFFECT: The reaction proceeds under extremely mild conditions, and the title compound can be obtained in high yield and high purity. Moreover, the operations are easy.
USE: Medicine having antispasmodic action.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14458578A JPS5572140A (en) | 1978-11-22 | 1978-11-22 | Preparation of 4-allyloxy-3,5-disubstituted-phenylacetic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14458578A JPS5572140A (en) | 1978-11-22 | 1978-11-22 | Preparation of 4-allyloxy-3,5-disubstituted-phenylacetic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5572140A true JPS5572140A (en) | 1980-05-30 |
Family
ID=15365524
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14458578A Pending JPS5572140A (en) | 1978-11-22 | 1978-11-22 | Preparation of 4-allyloxy-3,5-disubstituted-phenylacetic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5572140A (en) |
-
1978
- 1978-11-22 JP JP14458578A patent/JPS5572140A/en active Pending
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