HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-Methoxy-3-methyl-1-(3-methyl-3-nitro-butyl)-1,3-dihydro-benzimidazol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Iodo-4-methyl-4-nitro-pentane | HCID 9943063 | — |
| Reactant | 5-methoxy-1-methyl-1H-benzo[d]imidazol-2(3H)-one | HCID 21321253 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Methoxy-3-methyl-1-(3-methyl-3-nitro-butyl)-1,3-dihydro-benzimidazol-2-one | HCID 67188748 | — |
Reaction Steps
1.1 g (28 mmol) 60% sodium hydride are added to 2.5 g (14 mmol) 5-methoxy-1-methyl-1,3-dihydro-benzimidazol-2-one in 30 mL DMF while being cooled with the ice bath. After 30 minutes a solution of 1-iodo-4-methyl-4-nitro-pentane in 20 mL DMF is piped in and the mixture is stirred overnight. It is diluted with water and extracted with ethyl acetate. The combined organic phases are washed with water, dried and evaporated down. The solid remaining is stirred with diethyl ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07429583B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-d35fe270f68d4d36ba671ea26580a9ec |
| Source note | uspto-grants-2008_09 |