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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1534734Generated: October 27, 2026

Sodium Iodide → ethyl [2-[4-[[1-(4-thiazolylmethyl)-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]carbamate

https://huagongshe.com/reaction/1534734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantSodium CarbonateHCID 10340—
ReactantEthyl 2-chloroethylcarbamateHCID 80621—
ReactantN-(4-piperidinyl)-1-(4-thiazolylmethyl)-1H-benzimidazol-2-amine trihydrobromide monohydrateHCID 19907877—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
Productethyl [2-[4-[[1-(4-thiazolylmethyl)-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]carbamateHCID 15614723—

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of 5.4 parts of ethyl (2-chloroethyl)carbamate, 19 parts of N-(4-piperidinyl)-1-(4-thiazolylmethyl)-1H-benzimidazol-2-amine trihydrobromide monohydrate, 15 parts of sodium carbonate, 0.2 parts of sodium iodide and 90 parts of N,N-dimethylacetamide was stirred overnight at about 75° C. Water was added and the product was extracted with 4-methyl-2-pentanone. The extract was dried, filtered and evaporated, yielding 14 parts of ethyl [2-[4-[[1-(4-thiazolylmethyl)-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]carbamate as an oily residue (intermediate 133).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE033833
Source datasetuspto-grants-1992_02
ORD IDord-bc608f2c12494fb892ae6fd67e19cb2c
Source noteuspto-grants-1992_02