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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1472142Generated: October 30, 2026

Aminoacetonitrile → N-(1,3-benzothiazol-2-yl)-2-cyanoacetamide

https://huagongshe.com/reaction/1472142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAminoacetonitrileHCID 10901—
ReactantAcetic acid 10-acetoxymethyl-anthracen-9-ylmethyl esterHCID 613145—
ReactantN-(benzo[d]thiazol-2-yl)-1H-imidazole-1-carboxamideHCID 59418727—
SolventTetrahydrofuranHCID 8028—
ProductN-(1,3-benzothiazol-2-yl)-2-cyanoacetamideHCID 453034037.5%

Reaction Conditions

Temperature30 °C

Reaction Steps

0.3 g of benzothiazole was dissolved in 50 ml of tetrahydrofuran, and then 0.32 g of carbodiimide was added thereto in a dropwise manner in ice-bath. The obtained reaction mixture was stirred at room temperature for 10 hours. The produced white solid was filtrated, to obtain N-(benzo[d]thiazole-2-yl)-1H-imidazole-1-carboxamide (0.261 g, 54%). N-(benzo[d]thiazole-2-yl)-1H-imidazole-1-carboxamide (30 mg) was dissolved in 5 ml of tetrahydrofuran, and 11.1 mg of 2-aminoacetonitrile and then 29 μl of acetic were added thereto in a dropwise manner. The obtained reaction mixture was stirred at 30° C. for 18 hours, to produce N-(benzo[d]thiazole-2-yl)-2-cyanoacetamide (10 mg) in a light brown solid phase

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012481B2
Source datasetuspto-grants-2015_04
ORD IDord-4738b992765d40819015ee85b43b7766
Source noteuspto-grants-2015_04