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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237075Generated: October 30, 2026

N-tert-Butyl-N'-propan-2-ylthiourea → 2-t-Butylimino-3-isopropyl 5-(p-fluorophenyl)-tetrahydro-1,3,5-thiadiazin-4-one

https://huagongshe.com/reaction/237075

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-tert-Butyl-N'-propan-2-ylthioureaHCID 12750667—
ReactantN-chloromethyl-N-(p-fluorophenyl)-carbamoyl chlorideHCID 21314713—
Product2-t-Butylimino-3-isopropyl 5-(p-fluorophenyl)-tetrahydro-1,3,5-thiadiazin-4-oneHCID 12874384—

Reaction Steps

In a similar manner, 1.7 g (0.01 mole) of 1-isopropyl-3-t-butylthiourea was reacted with 2.2 g (0.01 mole) of N-chloromethyl-N-(p-fluorophenyl)-carbamoyl chloride to obtain 2-t-butylimino-3-isopropyl 5-(p-fluorophenyl)-tetrahydro-1,3,5-thiadiazin-4-one (compound No. 282): ##STR140## in the form of hydrochloride melting at 160°-195° C. Yield 2.8 g (80%). The crystals were suspended in 20 ml of water and treated in a manner similar to that described above to obtain white crystals of the free base melting at 109°-110° C. (isopropanol). Yield 2.0 g (63%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04159328
Source datasetuspto-grants-1979_06
ORD IDord-78583a659a114113a9951e3f62afa301
Source noteuspto-grants-1979_06