Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Nitrobenzenesulfonyl chloride | HCID 8476 | — |
| Reactant | HCID 11085189 | HCID 11085189 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11632718 | HCID 11632718 | — |
Reaction Steps
3-nitro benzene sulphonyl chloride (0.53 gm, 2.4 mmol) in dry acetone 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 and was allowed to sir for 8 hrs. at room temperature. The reaction mixture was allowed to stirr for 8hrs. 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-[3-nitrobenzenesulfonyl]-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=0.400 gm (50%). m.p.=252° C. Mass (FAB) m/z=401 (M+). IR (KBr cm−1): 3459, 3378, 1692, 1618, 1528, 1353, 11173, 760. H1NMR (200MHz, CDCl3+DMSO d6): δ2.88 (m, 1H), δ3.33 (d, 1H), δ4.73 (d, 1H), δ4.93 (d, 1H), δ5.06 (d, 1H), δ6.41 (s, 1H), δ6.89-7.31 (m, 3H), δ7.63-7.71 (m, 3H), δ8.13-8.17 (d, 1H), δ8.30 (d, 1H), δ8.59 (d, 1H), δ 10.27 (s, 1H). Molecular Formula=C18H16N4O5S.
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-3768b4c8a9804dc6a9b9b3e1dae1ee6b |
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| Source note | uspto-grants-2009_10 |
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