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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1275114Generated: October 26, 2026

N,N'-Dimethylthiourea → 3a-hydroxy-3-methyl-2-methylimino-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d]thiazole-6-carbonitrile

https://huagongshe.com/reaction/1275114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylthioureaHCID 2723631—
Reactant2-Bromo-1-oxoindan-5-carbonitrileHCID 18407238—
Reactant3a-Hydroxy-3-methyl-2-methylimino-3,3a,8,8a-tetrahydro-2H-indeno-[1,2-d]thiazole-6-carbonitrile hydrobromideHCID 22119049—
SolventAcetoneHCID 180—
Product3a-hydroxy-3-methyl-2-methylimino-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d]thiazole-6-carbonitrileHCID 22119048—
Product3a-Hydroxy-3-methyl-2-methylimino-3,3a,8,8a-tetrahydro-2H-indeno-[1,2-d]thiazole-6-carbonitrile hydrobromideHCID 22119049—

Reaction Conditions

Temperature0 °C

Reaction Steps

3a-Hydroxy-3-methyl-2-methylimino-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d]thiazole-6-carbonitrile hydrobromide: 236 mg of 2-bromo-1-oxoindan-5-carbonitrile are dissolved in 10 ml of acetone and treated at 0-5° C. with 210 mg of N,N'-dimethylthiourea. The mixture is stirred at room temperature for 3 hours and at 0° C. for 1 hour. The reaction product is filtered off with suction, washed with acetone and dried in vacuo. The hydrobromide of 3a-hydroxy-3-methyl-2-methylimino-3,3a,8,8a-tetrahydro-2H-indeno[1,2-d]thiazole-6-carbonitrile of melting point 282-284° C. (decomposition) is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06159996
Source datasetuspto-grants-2000_12
ORD IDord-3d37b698b528407a82a7cac953e0d958
Source noteuspto-grants-2000_12