CH507243A - Procedimento per la preparazione di 2,4-diamino-5-(-3,4,5-trimetossibenzil)-pirimidina - Google Patents
Procedimento per la preparazione di 2,4-diamino-5-(-3,4,5-trimetossibenzil)-pirimidinaInfo
- Publication number
- CH507243A CH507243A CH499069A CH499069A CH507243A CH 507243 A CH507243 A CH 507243A CH 499069 A CH499069 A CH 499069A CH 499069 A CH499069 A CH 499069A CH 507243 A CH507243 A CH 507243A
- Authority
- CH
- Switzerland
- Prior art keywords
- pyrimidine
- give
- diamino
- cyano
- gps
- Prior art date
Links
- IEDVJHCEMCRBQM-UHFFFAOYSA-N trimethoprim Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(N)=NC=2)N)=C1 IEDVJHCEMCRBQM-UHFFFAOYSA-N 0.000 title 1
- OPHQOIGEOHXOGX-UHFFFAOYSA-N 3,4,5-trimethoxybenzaldehyde Chemical compound COC1=CC(C=O)=CC(OC)=C1OC OPHQOIGEOHXOGX-UHFFFAOYSA-N 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- OYUQCQCQLDTRHQ-UHFFFAOYSA-N 2,4-diaminopyrimidine-5-carbonitrile Chemical compound NC1=NC=C(C#N)C(N)=N1 OYUQCQCQLDTRHQ-UHFFFAOYSA-N 0.000 abstract 1
- BUHYMJLFRZAFBF-UHFFFAOYSA-N 3,4,5-trimethoxybenzoyl chloride Chemical compound COC1=CC(C(Cl)=O)=CC(OC)=C1OC BUHYMJLFRZAFBF-UHFFFAOYSA-N 0.000 abstract 1
- BCMKZSUDKHOYLA-UHFFFAOYSA-N N-[2-acetamido-5-(3,4,5-trimethoxybenzoyl)pyrimidin-4-yl]acetamide Chemical compound C(C)(=O)NC1=NC=C(C(=N1)NC(C)=O)C(C1=CC(=C(C(=C1)OC)OC)OC)=O BCMKZSUDKHOYLA-UHFFFAOYSA-N 0.000 abstract 1
- 238000005644 Wolff-Kishner reduction reaction Methods 0.000 abstract 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 abstract 1
- 230000021736 acetylation Effects 0.000 abstract 1
- 238000006640 acetylation reaction Methods 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 238000006114 decarboxylation reaction Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- YAAWASYJIRZXSZ-UHFFFAOYSA-N pyrimidine-2,4-diamine Chemical compound NC1=CC=NC(N)=N1 YAAWASYJIRZXSZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/48—Two nitrogen atoms
- C07D239/49—Two nitrogen atoms with an aralkyl radical, or substituted aralkyl radical, attached in position 5, e.g. trimethoprim
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH499069A CH507243A (it) | 1969-04-01 | 1969-04-01 | Procedimento per la preparazione di 2,4-diamino-5-(-3,4,5-trimetossibenzil)-pirimidina |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH499069A CH507243A (it) | 1969-04-01 | 1969-04-01 | Procedimento per la preparazione di 2,4-diamino-5-(-3,4,5-trimetossibenzil)-pirimidina |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH507243A true CH507243A (it) | 1971-05-15 |
Family
ID=4286030
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH499069A CH507243A (it) | 1969-04-01 | 1969-04-01 | Procedimento per la preparazione di 2,4-diamino-5-(-3,4,5-trimetossibenzil)-pirimidina |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH507243A (it) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4189581A (en) * | 1977-03-04 | 1980-02-19 | Basf Aktiengesellschaft | 2-Acylamino-4-amino-5-(3,4,5-trimethoxybenzyl)-pyrimidines |
-
1969
- 1969-04-01 CH CH499069A patent/CH507243A/it not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4189581A (en) * | 1977-03-04 | 1980-02-19 | Basf Aktiengesellschaft | 2-Acylamino-4-amino-5-(3,4,5-trimethoxybenzyl)-pyrimidines |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |