Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 12852324 | HCID 12852324 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 12852328 | HCID 12852328 | 31.3% |
Reaction Steps
To a solution of 1.12 g of 3,4-dihydro-2-p-toluenesulfonyloxymethyl-2H-(1,3)-thiazino[3,2-a]benzimidazole in chloroform (20 ml) was added with 0.41 g of benzylamine and a catalytic amount of sodium hydride, and refluxed for 11 hours. The reaction mixture was cooled and then condensed under reduced pressure. Theresidue was added with water, extracted with chloroform. The extract was washed with water, and dried over anhydrous magnesium sulfate. Chloroform was evaporated under reduced pressure. The residue was chromatographed on silica gel and eluted with chloroform to obtain 0.29 g (Yield: 31%) of theintended product, m.p. 155°-156° C.; IR νmaxKBr cm-1 : 3260, 3100-2800, 1600, 1420; Anal. Calcd. for C18H19N3S: C, 69.87; H, 6.19; N, 13.58; S, 10.36; Found: C, 70.00; H, 6.21; N, 13.69; S, 10.10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04450109 |
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| Source dataset | uspto-grants-1984_05 |
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| ORD ID | ord-e0ad2d794c9a444b9fd63e9f6b02b6d5 |
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| Source note | uspto-grants-1984_05 |
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