GB728280A - Improvements relating to diphenyl methane derivatives - Google Patents
Improvements relating to diphenyl methane derivativesInfo
- Publication number
- GB728280A GB728280A GB20778/54A GB2077854A GB728280A GB 728280 A GB728280 A GB 728280A GB 20778/54 A GB20778/54 A GB 20778/54A GB 2077854 A GB2077854 A GB 2077854A GB 728280 A GB728280 A GB 728280A
- Authority
- GB
- United Kingdom
- Prior art keywords
- trifluoromethyl
- halogen
- bis
- formaldehyde
- compounds
- 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
- 229940054021 anxiolytics diphenylmethane derivative Drugs 0.000 title 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical class C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 title 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 9
- 229910052736 halogen Inorganic materials 0.000 abstract 5
- 150000002367 halogens Chemical class 0.000 abstract 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 3
- 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
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- ZLFPIEUWXNRPNM-UHFFFAOYSA-N 4-chloro-3-(trifluoromethyl)phenol Chemical compound OC1=CC=C(Cl)C(C(F)(F)F)=C1 ZLFPIEUWXNRPNM-UHFFFAOYSA-N 0.000 abstract 1
- 229930040373 Paraformaldehyde Natural products 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- -1 chlorine or bromine) Chemical class 0.000 abstract 1
- 239000012459 cleaning agent Substances 0.000 abstract 1
- 239000006071 cream Substances 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 230000002070 germicidal effect Effects 0.000 abstract 1
- 239000004615 ingredient Substances 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000003883 ointment base Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 229920002866 paraformaldehyde Polymers 0.000 abstract 1
- 229960003742 phenol Drugs 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 239000000606 toothpaste Substances 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises compounds of formula <FORM:0728280/IV (b)/1> wherein in each ring "Hal" represents halogen, one X represents hydrogen and the other X represents the trifluoromethyl group. The compounds are prepared by condensing 4-halogen - 1 - hydroxybenzenes, the 2- and 6-positions of which are free and which are further substituted in one of the 3- and 5-positions by the trifluoromethyl group, with formaldehyde or agents giving off formaldehyde (e.g. paraformaldehyde or concentrated aqueous solutions of formaldehyde) preferably in concentrated sulphuric acid in the presence or absence of organic solvents or diluents such as low alcohols. A 4 - halogen - phenol is, for example, 3 - trifluoromethyl - 4 - chloro - 1 - hydroxybenzene and "halogen" includes both chlorine and bromine. An example describes the preparation of 2,21 - dihydroxy - 4.41 - bis - trifluoromethyl-5.51 - dichloro - diphenyl - methane and its isolation from the corresponding 6.61-bis-trifluoromethyl and 4.61 - bis - trifluoromethyl isomers formed as by-products.ALSO:A germicidal composition comprises 2.21-dihydroxydiphenyl methane compounds of formula <FORM:0728280/VI/1> wherein in each ring "Hal" represents halogen (e.g., chlorine or bromine), one X represents hydrogen and the other X represents the trifluoromethyl group, in aqueous or organic solution or disperson, or incorporated in cleaning agents, ointment bases, tooth pastes or creams. A preferred ingredient is 2.21-dihydroxy-4.41-bis-trifluoromethyl-5.51 -dichloro-diphenylmethane.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH728280X | 1951-12-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB728280A true GB728280A (en) | 1955-04-13 |
Family
ID=4532123
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB20778/54A Expired GB728280A (en) | 1951-12-29 | 1952-12-23 | Improvements relating to diphenyl methane derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB728280A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112010787A (en) * | 2020-07-29 | 2020-12-01 | 上海科沣新材料有限公司 | Agricultural preparation dispersant, preparation method and application thereof |
-
1952
- 1952-12-23 GB GB20778/54A patent/GB728280A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112010787A (en) * | 2020-07-29 | 2020-12-01 | 上海科沣新材料有限公司 | Agricultural preparation dispersant, preparation method and application thereof |
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