HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 988844Generated: October 26, 2026
Hydrochloric Acid → rac-2-(2-Chlorophenyl)-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetonitrile
https://huagongshe.com/reaction/988844
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Chlorobenzaldehyde | HCID 6996 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | 4,5,6,7-Tetrahydrothieno(3,2-c)pyridine | HCID 3085076 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | rac-2-(2-Chlorophenyl)-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetonitrile | HCID 11369741 | — |
Reaction Steps
123.83 g (880 mmol) o-chlorobenzaldehyde and 44 g (897 mmol) sodium cyanide were added to in 100 mL of methanol and water (1:1) mixture. To this 150 g (1070 mmol) 6,7-dihydro-4H-thieno[3,2-c]pyridine was added, followed by the addition of 10 mL concentrated hydrochloric acid and was stirred for 2 days at 31° C. temperature. The pH of reaction mixture was adjusted to 7.5-8.0 using NH4OH. The product was extracted with ethyl acetate (2×50 mL) and washed with water (2×50 mL), brine (50 mL) and was dried over sodium sulfate, and isolated as given in Example 1. The amount of white solid product obtained was 33 g (13%), which was characterized as usual.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06635763B2 |
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| Source dataset | uspto-grants-2003_10 |
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| ORD ID | ord-34290a74c2ee41c689d84f377d9399bb |
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| Source note | uspto-grants-2003_10 |
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