HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 846367Generated: October 29, 2026
Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]- → 2-Amino-4-chloro-5-(2,4-dichlorophenyl)-6-methylthio pyrimidine
https://huagongshe.com/reaction/846367
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]- | HCID 112414 | — |
| Reactant | 4,6-Dichloro-5-(2,4-dichlorophenyl)pyrimidin-2-amine | HCID 19705054 | — |
| Reactant | Methylmercaptan sodium | HCID 45051789 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Amino-4-chloro-5-(2,4-dichlorophenyl)-6-methylthio pyrimidine | HCID 19705079 | 52% |
Reaction Steps
A mixture of 2-amino-5-(2,4-dichlorophenyl)-4,6-dichloropyrimidine (0.5 g) (Example 32) THF (15 ml), methanethiol sodium salt (0.113 g), copper powder (0.05 g) and tris[2-(2-methoxyethoxy)ethyl]amine (0.1 g) was heated in an autoclave at 180° C. for 18 hours. The cooled reaction mixture was filtered, evaporated and the residue purified by flash column chromatography to give the title compound (0.262 g, 52%), mp. 201°-202° C. (softens at 196° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05136080 |
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| Source dataset | uspto-grants-1992_08 |
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| ORD ID | ord-f168b3f90bc04c31b3e9c274af93aad9 |
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| Source note | uspto-grants-1992_08 |
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