HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1419743Generated: November 1, 2026
Phosgene → 6-chloro-1,1-dioxo-N-propan-2-yl-4H-thieno[3,2-e][1,2,4]thiadiazin-3-amine
https://huagongshe.com/reaction/1419743
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-(3-Amino-5-chloro-2-thienylsulfonyl)-N'-isopropylthiourea | HCID 11066983 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-chloro-1,1-dioxo-N-propan-2-yl-4H-thieno[3,2-e][1,2,4]thiadiazin-3-amine | HCID 178456995 | 93% |
Reaction Steps
Phosgene (1.14 ml, 20% in toluene) was added dropwise to a solution of N-(3-amino-5-chloro-2-thienylsulfonyl)-N'-isopropylthiourea (0.63 g, 2.0 mmol) and dry triethylamine (0.56 ml, 4.0 mmol) in dry tetrahydrofuran (10 ml) with stirring at 0° C. The mixture was stirred for 1 h at 0° C., and evaporated to dryness. The residue was triturated with water, and the precipitate was isolated by filtration, washed with water and dried affording 0.52 g (93%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05889002 |
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| Source dataset | uspto-grants-1999_03 |
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| ORD ID | ord-7192937a7ec64d59920ed02bc42be808 |
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| Source note | uspto-grants-1999_03 |
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