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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 277860Generated: October 26, 2026

5-Bromo-4-methylthiophene-2-carbonitrile → 5(2-methylspiro[2H-3,1-benzoxazine-4,1'-cyclohexane]-6-yl)-4-methyl-2-thiophenecarbonitrile

https://huagongshe.com/reaction/277860

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-4-methylthiophene-2-carbonitrileHCID 21986234—
Reactant2-methyl-6-bromospiro[4H-3,1-benzoxazine-4,1'-cyclohexane]HCID 23435586—
Product5(2-methylspiro[2H-3,1-benzoxazine-4,1'-cyclohexane]-6-yl)-4-methyl-2-thiophenecarbonitrileHCID 23435603—

Reaction Steps

The title compound was prepared according to the procedure for Example 13 from 2-methyl-6-bromospiro[4H-3,1-benzoxazine-4,1′-cyclohexane] and 5-bromo-4-methyl-2-thiophenecarbonitrile. A brown solid: 1H-NMR (DMSO-d6) δ 7.78 (s, 1H), 7.17 (d, 1H, J=1.8 Hz), 7.14 (dd, 1H, J=8.4, 2.2 Hz), 6.64 (s, 1H), 6.63 (d, 1H, J=8.2 Hz), 4.74 (m, 1H), 2.26 (s, 3H), 2.14 (m, 1H), 1.87 (m, 1H), 1.4-1.7 (m, 8H), 1.31 (d, 3H, J=5.3 Hz); MS (ESI) m/z 337 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358948B1
Source datasetuspto-grants-2002_03
ORD IDord-54e70351894545c7a9ebe4d890f4dc84
Source noteuspto-grants-2002_03