HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629014Generated: October 29, 2026
Imidazole → 1-(2-Amino-phenyl)-3-[4-(4-chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenyl]-thiourea
https://huagongshe.com/reaction/629014
Participants
| Role | Name | HCID | Charge |
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| Reactant | Imidazole | HCID 795 | — |
| Reactant | O-Phenylenediamine | HCID 7243 | — |
| Reactant | Bis-(2,5-dihydro-imidazol-1-yl)-methanethione | HCID 54042580 | — |
| Reactant | HCID 86673495 | HCID 86673495 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(2-Amino-phenyl)-3-[4-(4-chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenyl]-thiourea | HCID 86673503 | 93.2% |
Reaction Steps
A mixture of bis-(2,5-dihydro-imidazol-1-yl)-methanethione (29.2 mg, 0.164 mmol), imidazole (3.7 mg, 0.05 mmol, 0.5 eq) in CH3CN (5 ml) was stirred at 0° C., then added dropwise to a slurry of 4-(4-chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenylamine (50 mg, 0.109 mmol.). The resulting mixture was reacted 3.0 hrs at r.t. and then benzene-1,2-diamine (23.6 mg, 0.218 mmol, 2.0 eq) was added thereinto. The reaction resulted in a white solid, which was filtered, collected and evaporated in vacuo to give 49.5 mg of a white compound (68.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09315491B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-8d25df26cee84056a586ec8942056db9 |
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| Source note | uspto-grants-2016_04 |
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