4-Bromothiophene-2-carbonitrile → HCID 10424022, compound

HRID 277848Notes

Reaction equation

HRID 277848 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[NH:10][CH:9]([CH3:11])[O:8][C:7]([CH3:13])([CH3:12])[C:6]=2[CH:14]=1.Br[C:16]1[CH:17]=[C:18]([C:21]#[N:22])[S:19][CH:20]=1>>[CH3:11][CH:9]1[O:8][C:7]([CH3:13])([CH3:12])[C:6]2[CH:14]=[C:2]([C:16]3[CH:17]=[C:18]([C:21]#[N:22])[S:19][CH:20]=3)[CH:3]=[CH:4][C:5]=2[NH:10]1

Participants

3

Reactant 2

HCID 142923554-Bromothiophene-2-carbonitrileHCID 234355746-Bromo-2,4,4-trimethyl-2,4-dihydro-1H-benzo[D][1,3]oxazine

Product 1

HCID 10424022HCID 10424022, compound

Procedure

Prepared according to the procedure for Example 13 from 6-bromo-2,4,4-trimethyl-1,4-dihydro-2H-3,1-benzoxazine and 4-bromo-2-thiophenecarbonitrile. An off-white solid: mp 175-176° C.; 1H-NMR (DMSO-d6) δ 8.39 (d, 1H, J=1.5 Hz), 8.13 (d, 1H, J=1.5 Hz), 7.47 (d, 1H, J=1.9 Hz), 7.36 (dd, 1H, J=8.4, 1.9 Hz), 6.59 (d, 1H, J=8.4 Hz), 6.41 (s, 1H), 4.78 (m, 1H), 1.51 (s, 3H), 1.47 (s, 3H), 1.28 (d, 3H, J=5.4 Hz); MS (ESI) m/z 285 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-0c266987a47042d38966eb7d7ed7bc5d
Source dataset
uspto-grants-2002_03
Patent number
US06358948B1

Reaction notes

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