Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 11085189 | HCID 11085189 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11666476 | HCID 11666476 | — |
Reaction Steps
Methane sulphonyl chloride (0.18 ml, 2.4 mmol) was added to a stirred solution of dl 1,2,3,4-tetrahydro-9H-pyrido(3,4-b)indole-3-amide (0.430 gm, 2.0 mmol) and dry triethylamine (0.56 ml, 4.0 mmol) in dry DMF (8 ml) during 15 min at room temperature 30° C. The reaction mixture was allowed to stirr for 8 hrs. at room temperature. Water (20 ml) was added to the reaction mixture and extracted with chloroform (3×15 ml). The extract was dried over Na2SO4 and concentrated over reduced pressure to give 2-[methanesulphonyl]-1,2,3,4, -tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid amide which was purified by column chromatography over silica gel using 2% methanol chloroform as eluent. Yield=0.150 gm (25.60%). m.p.=234° C. Mass (FAB) m/z=294 (M+). IR (KBr cm−1): 3483, 3361, 1685, 1610, 1446, 1325, 1148, 756. H1NMR (200 MHz, CDCl3) δ 3.04 (s, 3H), δ3.20-3.63 (m, 2H), δ4.69-4.84 (m, 3H), δ6.96-7.15 (m, 3H), δ7.32-7.53 (m, 3H), δ10.89 (s, 1H). Molecular Formula=C13H15N3O3S.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07601838B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-aeb68dac77e24fe5be334088131a19fb |
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| Source note | uspto-grants-2009_10 |
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