US1306439A - Hamel - Google Patents
Hamel Download PDFInfo
- Publication number
- US1306439A US1306439A US1306439DA US1306439A US 1306439 A US1306439 A US 1306439A US 1306439D A US1306439D A US 1306439DA US 1306439 A US1306439 A US 1306439A
- Authority
- US
- United States
- Prior art keywords
- acid
- quinolin
- phenyl
- indiana
- carboxylic acid
- 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 - Lifetime
Links
- 239000002253 acid Substances 0.000 description 18
- 150000001875 compounds Chemical class 0.000 description 8
- 229910052736 halogen Inorganic materials 0.000 description 8
- YTRMTPPVNRALON-UHFFFAOYSA-N Cinchophen Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=CC=C1 YTRMTPPVNRALON-UHFFFAOYSA-N 0.000 description 6
- FSEXLNMNADBYJU-UHFFFAOYSA-N 2-phenylquinoline Chemical compound C1=CC=CC=C1C1=CC=C(C=CC=C2)C2=N1 FSEXLNMNADBYJU-UHFFFAOYSA-N 0.000 description 4
- MXKBHIPOOQSROI-UHFFFAOYSA-N 3-bromo-4-tert-butylaniline;hydrochloride Chemical compound Cl.CC(C)(C)C1=CC=C(N)C=C1Br MXKBHIPOOQSROI-UHFFFAOYSA-N 0.000 description 4
- -1 HALOGEN ACIDS Chemical class 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
- 235000005979 Citrus limon Nutrition 0.000 description 2
- 240000002268 Citrus limon Species 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N HF Chemical group F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- 241001446467 Mama Species 0.000 description 2
- 206010072736 Rheumatic disease Diseases 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 201000005569 gout Diseases 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 230000001225 therapeutic Effects 0.000 description 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/50—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 4
- C07D215/52—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 4 with aryl radicals attached in position 2
Definitions
- tals which meltat 255 C.
- the hydrochlorid and hydrofluorid form lemon yellow crystals.
- the hydrochlorid melts at 223 C.
Description
UNITED s Ans HARLEY W..RHODDHAMEL, F INDIANAPOLIS, INDIANA, ASSIGNOR TO THE ELI LILLY AND COMPANY, OF INDIANAPOLIS. INDIANA, ACORPOBATION OF INDIANA.
COMPOUNDS OF HALOGEN ACIDS WITH 2-PHENYL QUINOLIN l-CARBOXYLIC ACID.
No Drawing.
To all whom may concern Be it known that I, HARL'EY W. RHODE- HAMEL', a citizen of'the United States, residing at Indianapolis, Marion; county, and
5 State of Indiana, have invented and discovered certain new andus'eful Improvements in Compounds ,of FHaIogen Acids with Phenyl" Quinolin l-Carboxylic Acid, of
which the following is a specification.
melt at 2439 C. This compound is an especially valuable medicinal product, combining as it does the therapeutic properties of 2 phenyl quinolin 4-carboxy1ic acid and hydriodic acid, both of which are used in the treatment of rheumatism and gout. The 26 hydrobroinid forms brownishj-yellow crys- Myinvention relates to the previously 1111- l known combinations of halogen acids with acid: by drying.
Speciflcation of Letters Patent. Patented June 10, 19119. Application filed mama so, 1918. Serial No. 22 5,727.
tals which meltat 255 C. The hydrochlorid and hydrofluorid form lemon yellow crystals. The hydrochlorid melts at 223 C.
Having thus described my invention, what I claim is: I 1
1. A compound of Q-phenyl, quinolin 4:.- carbox lic acid and a halogen acid.
2. T e hydriodid of 2-phenyl quinolin 4- carboxylic acid.
. 3. The process of treating 2-phenyl quinolin 4-carboxylic acid with an excess of a halogen acid and then r moving the excess 4.,The process of treating 2-phenyl quinolin 4-carboxylic acid with an excess of hydriodic acid and thenre'moving the excess acid by drying. I
"In witness whereof, I have hereunto set my hand and seal at Indianapolis, Indiana,
this 22nd day of March, D. nineteen hundred and eighteen,
HARLEY W- EHODEHAMEL. Witnesses:
WALTER Hoovniz, FRANK R. ELDRED.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1306439A true US1306439A (en) | 1919-06-10 |
Family
ID=3373965
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US1306439D Expired - Lifetime US1306439A (en) | Hamel |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1306439A (en) |
-
0
- US US1306439D patent/US1306439A/en not_active Expired - Lifetime
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