HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloro-4-(chloromethyl)benzene → Ethyl 2-(3-(4-chlorobenzyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloro-4-(chloromethyl)benzene | HCID 7723 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | Ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate | HCID 57919776 | — |
| Product | Ethyl 2-(3-(4-chlorobenzyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate | HCID 58031538 | 84% |
Reaction Steps
Following the procedure as described in Example 10, making variations as required to replace cyclopropylmethyl bromide with 4-chlorobenzyl chloride to react with ethyl 4-methyl-2-(2-oxoimidazolidin-1-yl)thiazole-5-carboxylate, the title compound was obtained in 84% yield: mp 117-119° C. (ethyl acetate/hexanes): 1H NMR (300 MHZ, DMSO-d6) δ 7.31 (d, J=7.2 Hz, 2H), 7.22 (d, J=7.2 Hz, 2H), 4.51 (s, 2H), 4.27 (q, J=7.8 Hz, 2H), 4.09-4.04 (m, 2H), 3.44-3.41 (m, 2H), 2.59 (s, 3H), 1.25 (t, J=7.8 Hz, 3H): MS (ES+) m/z 380.2 (M+1), 382.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063084B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-43fdd291b306450eaa2cdad369270fad |
| Source note | uspto-grants-2011_11 |