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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
ReactantTriethylamineHCID 8471—
ReactantN-(3-Amino-5-chloro-2-thienylsulfonyl)-N'-isopropylthioureaHCID 11066983—
SolventTetrahydrofuranHCID 8028—
Product6-chloro-1,1-dioxo-N-propan-2-yl-4H-thieno[3,2-e][1,2,4]thiadiazin-3-amineHCID 17845699593%

Reaction Conditions

Temperature0 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05889002
Source datasetuspto-grants-1999_03
ORD IDord-7192937a7ec64d59920ed02bc42be808
Source noteuspto-grants-1999_03