GB1035180A - Process for the preparation of ninhydrin - Google Patents
Process for the preparation of ninhydrinInfo
- Publication number
- GB1035180A GB1035180A GB24588/65A GB2458865A GB1035180A GB 1035180 A GB1035180 A GB 1035180A GB 24588/65 A GB24588/65 A GB 24588/65A GB 2458865 A GB2458865 A GB 2458865A GB 1035180 A GB1035180 A GB 1035180A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methylmercaptoindan
- dione
- ninhydrin
- bromine
- chlorine
- 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
- 238000000034 method Methods 0.000 title abstract 2
- FEMOMIGRRWSMCU-UHFFFAOYSA-N ninhydrin Chemical compound C1=CC=C2C(=O)C(O)(O)C(=O)C2=C1 FEMOMIGRRWSMCU-UHFFFAOYSA-N 0.000 title abstract 2
- NEACRYAKYIBGSK-UHFFFAOYSA-N 2-hydroxy-2-methylsulfanylindene-1,3-dione Chemical compound C1=CC=C2C(=O)C(SC)(O)C(=O)C2=C1 NEACRYAKYIBGSK-UHFFFAOYSA-N 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- PMPJEUFQBKVNLE-UHFFFAOYSA-N 2-chloro-2-methylsulfanylindene-1,3-dione Chemical compound C1=CC=C2C(=O)C(SC)(Cl)C(=O)C2=C1 PMPJEUFQBKVNLE-UHFFFAOYSA-N 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 239000007900 aqueous suspension Substances 0.000 abstract 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N o-dicarboxybenzene Natural products OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- -1 phthalic acid diester Chemical class 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C315/00—Preparation of sulfones; Preparation of sulfoxides
- C07C315/02—Preparation of sulfones; Preparation of sulfoxides by formation of sulfone or sulfoxide groups by oxidation of sulfides, or by formation of sulfone groups by oxidation of sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Ninhydrin is prepared by oxidizing 2-hydroxy 2 - methylmercaptoindan - 1,3 - dione of the formula <FORM:1035180/C2/1> with chlorine or bromine, preferably in aqueous suspension. Examples of the use of both chlorine and bromine are given. 2 - Hydroxy - 2 - methylmercaptoindan - 1,3-dione, used as starting material, is obtainable (1) by aqueous hydrolysis of 2-chloro-2-methylmercaptoindan-1,3-dione or (2) by condensing a phthalic acid diester with dimethyl sulphoxide in the presence of an alkali metal alcoholate, and rearranging the product with sulphuric acid. Examples of both these processes are given.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DER38123A DE1207381B (en) | 1964-06-12 | 1964-06-12 | Process for the preparation of 2-hydroxy-2-methylmercapto-indandione- (1, 3) |
| DER38122A DE1229080B (en) | 1964-06-12 | 1964-06-12 | Process for the preparation of 2-methylmercapto-indandione (1, 3) derivatives |
| DEP1270A DE1270040B (en) | 1964-06-12 | 1964-06-19 | Process for the production of ninhydrin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1035180A true GB1035180A (en) | 1966-07-06 |
Family
ID=27212157
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB24588/65A Expired GB1035180A (en) | 1964-06-12 | 1965-06-10 | Process for the preparation of ninhydrin |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH461472A (en) |
| DE (3) | DE1207381B (en) |
| FR (1) | FR1437103A (en) |
| GB (1) | GB1035180A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3385894A (en) * | 1965-06-30 | 1968-05-28 | Shulton Inc | Oxidation of activated methylene group containing compounds to the corresponding carbonyl compounds |
| CN108047018A (en) * | 2017-12-12 | 2018-05-18 | 上海三爱思试剂有限公司 | A kind of synthetic method of ninhydrin |
-
1964
- 1964-06-12 DE DER38123A patent/DE1207381B/en active Pending
- 1964-06-12 DE DER38122A patent/DE1229080B/en active Pending
- 1964-06-19 DE DEP1270A patent/DE1270040B/en active Pending
-
1965
- 1965-05-14 CH CH681365A patent/CH461472A/en unknown
- 1965-06-10 GB GB24588/65A patent/GB1035180A/en not_active Expired
- 1965-06-11 FR FR20546A patent/FR1437103A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3385894A (en) * | 1965-06-30 | 1968-05-28 | Shulton Inc | Oxidation of activated methylene group containing compounds to the corresponding carbonyl compounds |
| CN108047018A (en) * | 2017-12-12 | 2018-05-18 | 上海三爱思试剂有限公司 | A kind of synthetic method of ninhydrin |
| CN108047018B (en) * | 2017-12-12 | 2022-07-22 | 上海三爱思试剂有限公司 | Synthetic method of ninhydrin |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1437103A (en) | 1966-04-29 |
| CH461472A (en) | 1968-08-31 |
| DE1270040B (en) | 1968-06-12 |
| DE1229080B (en) | 1966-11-24 |
| DE1207381B (en) | 1965-12-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1228606A (en) | ||
| GB1238960A (en) | ||
| GB1067472A (en) | 2-sulphamylthioxanthene-9-one compounds and the preparation thereof | |
| GB1042632A (en) | New indane derivatives and processes for the preparation thereof | |
| GB1035180A (en) | Process for the preparation of ninhydrin | |
| GB1016356A (en) | Preparation of organic peroxycarboxylic acids | |
| GB1107515A (en) | New anthraquinone dyestuffs and processes for their manufacture and use | |
| GB1046849A (en) | A new dicarboxylic acid derived from glycyrrhetinic acid | |
| GB1019569A (en) | Esters of 1ª‡,2ª‡-methylene-í¸-androstene-3,17ª‰-diol and a process for their manufacture | |
| GB1066811A (en) | 1-hydroxy-2,2,6,6,-tetrachlorocyclohexane-carbonamide-1 | |
| GB1090222A (en) | Process for the preparation of 1,2-dichlorotetrafluoro-cyclopentenone-3 | |
| GB924648A (en) | Production of ª -oxo-ª -fluoro-ª -carbethoxy-ª -butyrolactone and ª -fluoroacrylic ethyl ester | |
| GB1005472A (en) | Process for the preparation of hydroxy-alkenoic acids | |
| GB1015786A (en) | New 2-chloro-thiazole compounds | |
| GB957220A (en) | A novel steroid compound and processes for its preparation | |
| GB935610A (en) | 3ªá-amino-pregnane compounds | |
| GB985471A (en) | Androstanes | |
| GB936366A (en) | Methylsulphonyl-phenyl compounds | |
| GB1017602A (en) | Beta-dialkylaminoxyethyl esters of substituted benzoic acids | |
| GB2011889A (en) | Terephthalic acid | |
| GB1179109A (en) | New 5-Chloro-10-Dioxo-11-Alkyl-Dibenzo (c,f) Thiazepine (1,2) Derivatives and process for preparing them | |
| JPS51118717A (en) | Process for preparation of methacryic acid | |
| GB914734A (en) | New cyclopentano-naphthalene derivatives and their formation | |
| GB687456A (en) | Improved method of preparing sulfuric acid half esters of leuco anthraquinones in mildly alkaline aqueous medium | |
| GB1070762A (en) | Enol esters and a process for their manufacture |