HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290663Generated: October 25, 2026
Benzylamine → 2-Methylthio-4-benzylamino-5-nitro-6-(2-benzyloxy-5-cyanophenoxy)pyrimidine
https://huagongshe.com/reaction/1290663
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Methylthio-4-chloro-5-nitro-6-(2-benzyloxy-5-cyanophenoxy)pyrimidine | HCID 22102986 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Methylthio-4-benzylamino-5-nitro-6-(2-benzyloxy-5-cyanophenoxy)pyrimidine | HCID 18916849 | 65% |
Reaction Steps
To 6-(2-benzyloxy-5-cyanophenoxy)-4-chloro-5-nitro-2-methylthiopyrimidine (2.5 g, 5.83 mmol) in 50 mL acetonitrile at 0° C. was added cesium carbonate (2.47 g, 7.58 mmol) followed by benzylamine (0.64 mL) and the reaction mixture was heated at 50° C. for 4 hours. The reaction was filtered, the filtrate evaporated and the residue chromatographed on silica gel (ethyl acetate:hexane) to afford 1.82 g (65%) of 6-(2-benzyloxy-5-cyanophenoxy)-4-(benzyl)amino-5-nitro-2-methylthiopyrimidine, a compound of formula (E).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05753635 |
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| Source dataset | uspto-grants-1998_05 |
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| ORD ID | ord-4eca00698592454faa2b92ea65d77acf |
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| Source note | uspto-grants-1998_05 |
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