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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803271Generated: October 30, 2026

Chloroform → 4-azido-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazol-2-amine

https://huagongshe.com/reaction/1803271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium AzideHCID 33557—
Reactant2-(3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenylamino)-4-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazol-4-olHCID 58110028—
Product4-azido-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazol-2-amineHCID 8664992857%

Reaction Steps

Sodium azide (4.5 mg, 0.069 mml) and trifluoroacetic acid were sequentially added to a solution of 2-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenylamino)-4-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazol-4-ol (10 mg, 0.023 mmol, from example 81) in chloroform (0.1 mL). After stirring 4 h at rt, the reaction was diluted with chloroform and washed with saturated sodium bicarbonate solution. The organic layer was concentrated in vacuo to afford 4-azido-N-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)-4-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazol-2-amine (6 mg, 57% yield). LC-MS (M+H)+ 459.33.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349880B2
Source datasetuspto-grants-2013_01
ORD IDord-3a102d08131d46dea346a7c1afd92938
Source noteuspto-grants-2013_01