Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Aminothiazole | HCID 2155 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Tert-Butyl isocyanide | HCID 23577 | — |
| Reactant | Perchloric Acid | HCID 24247 | — |
| Reactant | 5-Bromothiophene-2-carbaldehyde | HCID 78428 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66966772 | HCID 66966772 | 15.4% |
Reaction Steps
22.9 g (119.9 mmol) 5-bromo-thiophene-2-carbaldehyde and 11.0 g (131.9 mmol) tert.-butyl-isonitrile were added to a solution of 12.0 g (119.9 mmol) 2-amino-thiazole in chloroform (60 ml). A 1 molar perchloric acid (2.3 ml) was added to the reaction solution and heated to 50° C. while being stirred for 5 d. After cooling to RT, dilution with DCM was performed and a 1 molar aq. Na2CO3 sol. added. After 10 min of stirring at RT, the phases were separated. The organic phase was dried over Na2SO4, filtered and concentrated in a vacuum. 6.6 g (18.5 mmol, 15%) 6-(5-bromothiophene-2-yl)-N-tert-butylimidazo[2,1-b]thiazole-5-amine ([MH+] 356.0) was obtained by crystallisation of the residue from AE.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07893069B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-6e9c5dbe05704565927b9610478ba902 |
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| Source note | uspto-grants-2011_02 |
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