HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 5-methyl-4-nitrothiophene-2-carboxylate → methyl (E)-5-(2-dimethylaminovinyl)-4-nitrothiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 5-methyl-4-nitrothiophene-2-carboxylate | HCID 268679 | — |
| Reactant | Dimethylformamide dimethoxyacetal | HCID 23441001 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | methyl (E)-5-(2-dimethylaminovinyl)-4-nitrothiophene-2-carboxylate | HCID 12110978 | — |
Reaction Steps
A 0.3M solution of methyl 5-methyl-4-nitrothiophene-2-carboxylate in dry DMF was treated with N,N-dimethylformamide dimethoxy acetal (10 eq.) overnight at 110° C. Evaporation to dryness gave a residue that was used as such. 1H-NMR (300 MHz, CDCl3, 300 K, δ) 8.32 (s, 1H), 7.53 (d, 1H, J 13.4), 6.77 (d, 1H, J 13.4), 4.08 (s, 3H), 3.29 (s, 6H); MS (ES+) m/z 257 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07973026B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-3326c0875b1447a5a46997da72331f15 |
| Source note | uspto-grants-2011_07 |