Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | HCID 19610508 | HCID 19610508 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131719932 | HCID 131719932 | — |
Reaction Steps
In a similar manner to Example 12, methyl 4-[3-methyl-3-(4-thiocarbamoylbenzoyl)carbazoyl]phenoxyacetate (2 g) was reacted with iodomethane (15 ml) in acetone (200 ml) and the resultant product was treated with ammonium acetate (5 g), methanol (150 ml) and dichloromethane (150 ml). This yielded a crude yellow solid, which was triturated with methanol/dichloromethane, rather than crystallised, to give the title compound (800 mg) as a pale yellow hydroiodide salt; m.p. 208° C. (decomposes); NMR Spectrum (DMSO-d6) 3.15-3.30 (3H, br), 3.70 (3H, s), 4.86 (2H, s), 6.97 (2H, d), 7.63 (2H, d), 7.67-7.80 (4H, m), 8.70-9.20 (4H, br s); Mass Spectrum m/Z 385 (M+H)+ ; Elemental Analysis: calculated for C19H20N4O5. 1.0 HI. 1.0 H2O: C, 43.0%; H, 4.4%; N, 10.6%; found: C, 43.4%; H, 4.5%; N, 10.1%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05612373 |
|---|
| Source dataset | uspto-grants-1997_03 |
|---|
| ORD ID | ord-44edbb36610c4f8abe3f588e017e688c |
|---|
| Source note | uspto-grants-1997_03 |
|---|