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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120748Generated: October 27, 2026

5-Bromo-4-methylthiophene-2-carbonitrile → 5-[4,4-Dimethyl-2-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-6-yl]-4-methylthiophene-2-carbonitrile

https://huagongshe.com/reaction/2120748

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-4-methylthiophene-2-carbonitrileHCID 21986234—
Reactant6-bromo-4,4-dimethyl-2-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazineHCID 23435572—
Product5-[4,4-Dimethyl-2-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-6-yl]-4-methylthiophene-2-carbonitrileHCID 18374558—

Reaction Steps

Prepared according to the coupling procedure for Example 13 from 6-bromo-4,4-dimethyl-2-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazine and 5-bromo-4-methyl-2-thiophene-carbonitrile. A yellowish solid: mp 97-98° C.; 1H-NMR (DMSO-d6) δ 7.82 (s, 1H), 7.26 (d, 1H, J=1.7 Hz), 7.21 (dd, 1H, J=8.1, 2.1 Hz), 7.16 (s, 1H), 6.88 (d, 1H, J=8.1 Hz), 5.40 (m, 1H), 2.27 (s, 3H), 1.56 (s, 3H), 1.55 (s, 3H); MS (ESI) m/z 351 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693103B2
Source datasetuspto-grants-2004_02
ORD IDord-ed22e428bea94c4d9776c5a0459a9cc4
Source noteuspto-grants-2004_02