4-Bromothiophene-2-carbonitrile → HCID 23435613, compound

HRID 277861Notes

Reaction equation

HRID 277861 reaction equation
[CH3:1][C:2]1[O:17][C:11]2([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[C:5]2[CH:6]=[C:7](Br)[CH:8]=[CH:9][C:4]=2[N:3]=1.Br[C:19]1[CH:20]=[C:21]([C:24]#[N:25])[S:22][CH:23]=1>>[CH3:1][CH:2]1[O:17][C:11]2([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[C:5]2[CH:6]=[C:7]([C:19]3[CH:20]=[C:21]([C:24]#[N:25])[S:22][CH:23]=3)[CH:8]=[CH:9][C:4]=2[NH:3]1

Participants

3

Reactant 2

HCID 142923554-Bromothiophene-2-carbonitrileHCID 234355862-methyl-6-bromospiro[4H-3,1-benzoxazine-4,1'-cyclohexane]

Product 1

HCID 23435613HCID 23435613, compound

Procedure

Prepared according to the procedure for Example 13 from 2-methyl-6-bromospiro[4H-3,1-benzoxazine-4,1′-cyclohexane] and 4-bromo-2-thiophenecarbonitrile. A brown solid: mp 111-112° C.; 1H-NMR (DMSO-d6) δ 8.42 (s, 1H), 8.14 (s, 1H), 7.47 (s, 1H), 7.35 (dd, 1H, J=8.3, 1.1 Hz), 6.58 (d, 1H, J =8.4 Hz), 6.38 (s, 1H), 4.72 (m, 1H), 1.92-2.16 (m, 2H), 1.35-1.75 (m, 8H), 1.31 (d, 3H, J=5.3 Hz); MS (ESI) m/z 325 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-baf3ea60e7424d8da5bc98b1d37c4503
Source dataset
uspto-grants-2002_03
Patent number
US06358948B1

Reaction notes

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