HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2041230Generated: November 2, 2026
Ethylenediamine → Benzo[b]thiophene-6-carbonitrile
https://huagongshe.com/reaction/2041230
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | 6-Bromo-benzo[b]thiophene | HCID 12744400 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Benzo[b]thiophene-6-carbonitrile | HCID 21816574 | 78% |
Reaction Steps
Heat copper(I) cyanide (0.84 g, 9.4 mmol) and 6-bromobenzo[b]thiophene (prepared as described in WO 01/23381) (1.0 g, 4.7 mmol) at 160° C. for 13 h. Cool the mixture to 0° C., add 33% aqueous ethylenediamine (20 mL) and dilute with ether. Wash the organic mixture with brine, dry over Na2SO4 and evaporate. Purify by chromatography on silica gel eluting with EtOAc/hexane (0:1 to 1:3) to give the desired intermediate (0.58 g, 78%). GC-MS m/z: 159 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08580780B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-3180059398694355a69f25ec71625674 |
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| Source note | uspto-grants-2013_11 |
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