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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36570Generated: October 26, 2026

Sulfuryl chloride → 4-Bromoacetyl-2-geranyloxy-2,3,4,5-tetrahydro-1,4-benzothiazepine

https://huagongshe.com/reaction/36570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuryl chlorideHCID 24648—
ReactantGeraniolHCID 637566—
Reactant4-Bromoacetyl-2,3,4,5-tetrahydro-1,4-benzothiazepineHCID 15291657—
CatalystZincchlorideHCID 3007855—
Product4-Bromoacetyl-2-geranyloxy-2,3,4,5-tetrahydro-1,4-benzothiazepineHCID 1529166024.6%

Reaction Steps

The above-mentioned 4-bromoacetyl-2,3,4,5-tetrahydro-1,4-benzothiazepine (2.5 g) and sulfuryl chloride (1.5 g) were reacted in the same manner as in Experimental Example 7 to give 4-bromoacetyl-2-chloro-2,3,4,5-tetrahydro-1,4-benzothiazepmne (1.4 g). This compound (0.30 g), geraniol (0.30 g) and zinc chloride (0.26 g) were reacted in the same manner as in Experimental Example 9 to give 4-bromoacetyl-2-geranyloxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (0.21 g). Then, this compound (0.21 g), 4-benzyl piperidine (O.11 g) and potassium carbonate (0.13 g) were reacted in the same manner as in Experimental Example 6 to give 4-[1-(4-benzyl) piperidinyl]acetyl-2-geranyloxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (0.26 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05416066
Source datasetuspto-grants-1995_05
ORD IDord-4a7cf56ef5fc412889de65a617252d8f
Source noteuspto-grants-1995_05